KR20110117661A - 전정 장애의 치료를 위한 선택적 히스타민 ｈ4 수용체 길항제 - Google Patents
전정 장애의 치료를 위한 선택적 히스타민 ｈ4 수용체 길항제 Download PDFInfo
- Publication number
- KR20110117661A KR20110117661A KR1020117017341A KR20117017341A KR20110117661A KR 20110117661 A KR20110117661 A KR 20110117661A KR 1020117017341 A KR1020117017341 A KR 1020117017341A KR 20117017341 A KR20117017341 A KR 20117017341A KR 20110117661 A KR20110117661 A KR 20110117661A
- Authority
- KR
- South Korea
- Prior art keywords
- pyrimidin
- methyl
- amine
- ylamine
- methylamino
- Prior art date
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Abstract
본 발명은 전정 장애를 치료 및/또는 예방하기 위한 히스타민 H4 수용체 길항제 또는 히스타민 H4 수용체 유전자 발현의 억제제에 관한 것이다.
Description
본 발명은 전정 장애(vestibular disorders)의 치료 및/또는 예방을 위한 히스타민 H4 수용체 유전자 발현의 억제제 또는 선택적인 히스타민 H4 수용체 길항제에 관한 것이다.
전정(내이) 장애는 어지러움증, 현기증, 불균형, 청각 변화, 구역질, 피로, 불안증, 집중력 저하 및 기타 증상을 일으키며, 개인의 일상생활에 필요한 기능, 업무 능력, 가족이나 친지와의 관계 및 삶의 품질을 잠재적으로 저하시킬 수 있다. 현기증과 같은 전정 장애에 대한 치료제로서 항히스타민계 화합물이 널리 사용되고 있다. 히스타민계 작용제와 길항제는 말초 및 중추 두 가지 모두의 방식으로 전정계에 작용하여 말초성 전정 병변 후 회복 공정을 간섭할 수 있다(Lacour 및 Sterkers, 2001). 히스타민 수용체 패밀리는 4 가지 서브타입으로 이루어져 있다. 즉: 1966년에 발견된 H1 및 H2 수용체, 1983년에 발견된 H3 수용체 및 2000년에 동정된 H4 수용체가 그것이다. H4 수용체는 H3 수용체와의 상동성에 기초해서 동정되었다(단백질 수준에서 31% 및 트랜스막 수준에서 54%). 4종의 히스타민 수용체(HR1 내지 HR4) 중에서 H3이 전정 인풋을 제어하는 것으로 나타났다(Chavez 2005). 현기증을 히스타민계를 이용하여 치료하는 분야에서 베타히스틴(HB)은 광범위한 항현기성 화합물들 중 한 가지이다. BH의 촉진 작용은 중추 전정 보상 분야에서 설명된 바 있지만 (Lacour 및 Sterkers, 2001; Tighilet 외 2005), 말초 전정 수용체에 미치는 이것의 효과는 단지 하등한 척추동물에 관해서만 보고되어 왔을 뿐이다(Housley 등 1988; Tomoda 등 1997; Botta 등 1998; Soto 등 2001; Chavez 등 2005). BH는 H1 히스타민계 수용체의 작용제 및 H3 수용체의 길항제로서 복합 기능을 발휘하는 것으로 보고되어 왔다(Arrang 등 1985). 아홀로틀로부터 분리된 말초 전정 수용체에서, BH는 구심성 방전(afferent discharge)을 억제하는데, IC50은 800 μM 이고 최대 효과는 10 mM이다(Chavez 2005). 이 연구 결과 히스타민 H3 수용체가 BH의 주요 표적인 것으로 결론지어졌다(Van Cauwenberge 및 De Moor 1997; Soto 2001; Chavez 2005). 시험관에서 7일간 유지 배양된 쥐의 전정 뉴런을 이용한 최근의 연구 결과, BH를 투여하자 뉴런 막의 가역적인 탈분극화(reversible depolarisation)이 유도되고 활동 전위의 고유 특성에 영향을 미침이 없이 유발 방전(evoked discharge)를 억제하는 것으로 나타났다.
그러나, 이제까지 전정 장애에 대해 히스타민 H4 수용체를 이용한 조사는 행하여진 바 없었다.
발명의 개요
본 발명은 전정 장애의 치료 및/또는 예방을 위한 선택적인 히스타민 H4 수용체 길항제에 관한 것이다. 본 발명은 또한 전정 장애의 치료 및/또는 에방에 사용되기 위한 선택적인 H4 수용체 길항제에 관한 것이기도 하다.
본 발명은 또한 전정 장애의 치료 및/또는 예방을 위한 히스타민 H4 수용체 유전자 발현 억제제에 관한 것이기도 하다.
발명의 상세한 설명
정의:
"히스타민 H4 수용체"라는 용어는 기술 분야에서 일반적인 의미로 사용된다. 이 용어는 자연발생적인 히스타민 H4 수용체 및 변이체 및 그의 변형 형태를 포함할 수 있다. 히스타민 H4 수용체는 어떤 소스로부터든 얻을 수 있으나, 대개는 포유동물(예컨대, 인간 및 비인간 영장류)의 히스타민 H4 수용체, 특히 인간의 히스타민 H4 수용체가 일반적이다. 히스타민 H4 수용체의 서열은 레퍼런스 NM_021624 (Homo sapiens), NM_153087 (Mus musculus) 및 NM_131909 (Rattus norvegicus) 하에 공개된 바 있다.
"유전자 발현 억제제"라 함은 유전자 발현을 억제하거나 유의적으로 감소시키는 생물학적 효과를 갖는 천연 또는 합성 화합물을 가리킨다. 결론적으로 "히스타민 H4 수용체 유전자 발현 억제제"라 함은 히스타민 H4 수용체를 코딩하는 유전자의 발현을 억제하거나 유의적으로 감소시키는 생물학적 효과를 갖는 천연 또는 합성 화합물을 가리킨다.
"수용체 길항제(receptor antagonist)"라 함은 수용체 작용제와 반대되는 생물학적 효과를 갖는 천연 또는 합성 화합물을 의미한다. 이 용어는 "트루(true)" 길항제와 수용체의 역작용제(inverse agonist)를 의미하는데 이용된다. "트루" 수용체 길항제는 수용체에 결합하여 수용체의 생물학적 활성화를 차단하는, 예컨대 상기 수용체에 대한 작용제와 경쟁함으로써 수용체 작용제의 작용을 차단하는 화합물이다. 역작용제는 작용제와 동일한 수용체에 결합하지만 반대 효과를 발휘하는 화합물이다. 역작용제는 작용제 부재 하에 수용체 활성화의 구성적 수준을 감소시키는 능력을 갖는다.
"히스타민 H4 수용체 길항제"라는 용어는 환자에게 투여시, 환자의 히스타민 H4 수용체의 활성화와 연관된 생물학적 활성을 억제 또는 하향 조절시키는 모든 화학물질로서, 여기에는 히스타민 H4 수용체가 그의 천연 리간드에 결합하도록 하는 생물학적 효과를 하향 조절하는 것이 포함된다. 이러한 히스타민 H4 수용체 길항제로는 히스타민 H4 수용체 활성을 차단할 수 있는 물질 또는 히스타민 H4 수용체 활성화의 생물학적 효과를 하향조절하는 모든 물질을 들 수 있다. 예를 들어, 이러한 히스타민 H4 수용체 길항제는 히스타민 H4 수용체의 리간드 결합 부위 또는 그의 일부분을 점령함으로써, 수용체가 그의 천연 리간드에 접근할 수 없도록 만들어서, 그의 정상적인 생물학적 활동을 방해 또는 저감시킬 수 있다. 본 발명에 있어서는, 히스타민 H4 수용체 길항제는 히스타민 H1 수용체, 히스타민 H2 수용체 및 히스타민 H3 수용체와 같은 기타 히스타민 수용체와 비교할 때 히스타민 H4 수용체에 대해 선택적이다. "선택적(selective)"라는 용어는 인간 히스타민 H4 수용체에 대한 그 길항제의 친화성이 인간의 다른 히스타민 수용체(H1, H2 및 H3)에 대한 친화성보다 적어도 10배, 좋기로는 25배, 더욱 좋기로는 100배, 더더욱 좋기로는 500배 이상 더 높은 것을 의미한다.
히스타민 H4 수용체에 대한 길항제의 친화성은 투여량 반응곡선을 구축하기 위하여 상기 길항제의 농도 범위 존재 하에 히스타민 H4 수용체의 활성을 측정함으로써 정량화할 수 있다. 투여량 반응 곡선으로부터, 소정 농도에서 작용제에 대한 반응을 50% 억제하는데 필요한 길항제의 농도를 나타내는 값인 IC50을 연역해 낼 수 있다. IC50 값은 De Lean 외 (1979)에 의해 설명되는 바와 같이 투여량-반응 방정식에 따라 투여량 반응 플롯을 구축함으로써 당업자가 쉽게 구할 수 있다. IC50 값은 Cheng과 Prusoff의 추정(1973)을 이용하여 친화도 상수(Ki)로 전환시킬 수 있다.
따라서, 선택적인 히스타민 H4 수용체 길항제는 (i) Ki H3 : Ki H4 비율 및 (ii) IC50 H3: IC50 H4 비율 중 적어도 하나의 비율이 10:1 이상, 좋기로는 25:1, 더욱 좋기로는 100:1, 더더욱 좋기로는 1000:1인 화합물이다.
히스타민 H4 수용체에 대한 화합물의 길항 활성은 예컨대 Thurmond RL 등 (2004) 또는 Venable JD. 등 (2005)에 설명된 것과 같은 다양한 방법을 이용하여 측정할 수 있다.
"소형 유기분자(small organic molecule)"라는 용어는 제약 분야에서 일반적으로 사용되는 유기 분자에 필적할만한 크기를 갖는 분자를 가리킨다. 이 용어에는 생물학적 거대분자 (예컨대 단백질, 핵산 등)는 포함되지 않는다. 바람직한 소형 유기분자는 약 5000 Da, 더욱 좋기로는 2000 Da 이하, 가장 좋기로는 약 1000 Da의 분자량을 갖는 것이다.
본 발명에서 "대상자(subject)"라 함은 포유동물, 예컨대 설치류, 고양이과, 개과 및 영장류를 의미한다. 좋기로는 본 발명에 따른 대상자는 인간인 것이 좋다.
"전정 장애(vestibular disorders)"라는 용어는 어지럼증, 시각 또는 주시 방해 및 균형감 손상으로 특징지어지는 병태를 가리킨다. 전정 장애는 내이의 다양한 손상 또는 기능장애로부터 비롯될 수 있으며, 이 중에는 급성 및 만성 증후군이 있을 수 있다. 본 발명에서 고려되는 전정 장애의 비제한적인 예로는 현기증, 양성 발작성 현기증, 전정 신경염, 메니에르병 스펠, 내림프수종, 외림프누공, 전정 장애를 수반하는 두부 트라우마, 미로 출혈, 만성 또는 급성 미로 감염, 혈청성 미로, 압력장애, 자가면역성 내이 질환, 전정 장애를 수반하는 편두통, 중이의 외과수술 후의 전정 장애, 중이, 내림프낭 또는 교소뇌 각, 내이성 채널병, 만성 메니에르시병, 전정, 슈반세포종, 노인성 전정, 가족력성 현기증 및 실조증을 들 수 있다.
최광의에서, "치료하다" 또는 "치료"라는 용어는 상기한 장애 또는 병태의 진행을 역전, 완화, 억제하거나 또는 이들 장애 또는 병태의 한 가지 이상의 증상을 예방하는 것을 가리킨다.
특히, 전정 장애의 "예방"이라 함은 본 발명의 화합물을 투여하여 전정 장애 증상을 예방하는 것을 가리킬 수 있다.
"약학적으로" 또는 "약학적으로 허용가능한"이라는 용어는 포유동물 특히 인간에게 투여시 부작용이나 알레르기 반응 또는 기타 원치않는 반응을 일으키지 않는 분자 및 조성물들에 관하여 설명할 때 사용된다. 약학적으로 허용가능한 담체 또는 부형제라 함은 비독성 고체, 반고체 또는 액상 충전제, 희석제, 캡슐화재료 또는 여하한 유형의 포뮬레이션 보조제를 가리키는 것이다.
본 발명은 전정 장애를 치료하거나 또는 전정 장애를 치료하는데 사용되기 위한 방법 및 조성물(예컨대 약학적 조성물)을 제공한다.
첫번째 태양에 따라, 본 발명은 전정 장애를 치료하거나 또는 전정 장애를 치료하는데 사용하기 위한 선택적 히스타민 H4 수용체 길항제에 관한 것이다.
한 가지 실시상태에서, 선택적 히스타민 H4 수용체 길항제는 저분자량 길항제, 예컨대 소형 유기분자일 수 있다.
본 발명의 한 가지 실시상태에 따라, 선택적 히스타민 H4 수용체 길항제는 H1, H2, 또는 H3 수용체들 중 어느 하나에 대한 친화성보다 H4 수용체에 대한 친화성이 적어도 10배, 좋기로는 25배, 더욱 좋기로는 50배, 더더욱 좋기로는 100배, 심지어는 500배 더 높은 분자를 가리키는 것이다.
본 발명의 또 다른 실시상태에 따라, 선택적 히스타민 H4 수용체 길항제는 Ki H3 : Ki H4 비율과 (ii) IC50 H3 : IC50 H4 비율 중 적어도 한 가지가 10:1 이상, 좋기로는 25:1, 좋기로는 50:1, 더욱 좋기로는 100:1, 더더욱 좋기로는 500:1 내지 1000:1인 분자이다.
H4 수용체 및 기타(H1, H2, 및 H3) 수용체에 대한 친화성은 기술 분야에 공지인 상법에 따라 특징화할 수 있다. 예를 들어, 이것은 결합 분석을 이용하여 구할 수 있다. 전술한 분석법은 인간, 래트 또는 마우스의 H4, H3, H2 또는 H1 수용체로 형질감염된 세포인 SK-N-MC 또는 HEK293 T와 같은 세포로부터의 세포 펠릿을 이용한다 (Lovenberg 등 1999, Liu 등 2001a,b, Thurmond 등 2004). 세포들을 5 mM EDTA를 함유하는 50 mM Tris pH 7.5에서 균질화시켜, 800g 회전시켜 얻은 상등액을 수집한 다음 30 000g에서 30분간 재원심분리시킨다. 이어서 5 mM EDTA를 함유하는 50 mM Tris pH 7.5에서 펠릿을 균질화시킨다. H4 경쟁적 결합을 연구하기 위해, 인간, 마우스 또는 래트의 세포들을 시험하고자 하는 분자의 존재 또는 부재 하에, 여러 농도의 [3H] 히스타민 (각 종마다 특이적인 농도, 예컨대 각각 10, 40 및 50 nM)을 이용하여 25℃에서 45분간 인큐베이션시킨다. 비특이적 결합은 100μM 비표지 히스타민을 이용하거나 10-6M의 특이적 또는 선택적 H4 수용체 길항제, 예컨대 JNJ-7777120 또는 JNJ-10191584을 이용하여 정의된다. 인간, 마우스 및 래트의 H4 수용체에 대한 Kd 값은 이 방법에 의해 각각 5, 42 및 178 nM인 것으로 측정되었으며, Bmax 값은 각각 1.12, 1.7 및 0.68 pmol/mg 단백질인 것으로 측정되었다. 마찬 가지로, H3 수용체 결합 분석에 사용된 리간드는 예컨대 [3H]N-a-메틸 히스타민이며, 비특이적 결합은 100 μM 미표지 히스타민을 이용하여 정의된다. 인간 H3 수용체에 대한 Kd 값은 이 방법에 의할 때 1 nM, Bmax 값은 2.13 pmol/mg 단백질인 것으로 측정되었다. H1 수용체 결합에 대해 사용된 리간드는 [3H]피릴아민이고 비특이적 활성은 10μM 미표지 디펜히드라민을 이용하여 정의된다. 인간 H1 수용체에 대한 Kd 값은 이 방법으로 측정시 1nM, Bmax 값은 2.68 pmol/mg 단백질인 것으로 나타났다. 이 분석법에서는 일반적으로 세포를 상이한 농도, 예를 들면 테스트할 분자 10-11 내지 10-4 M의 농도와 함께 인큐베이션시킨다.
시험하고자 하는 분자의 길항제 활성을 입증 또는 측정하고자 하는 당업자라면 공지기술, 예컨대 세포-기반 cAMP 분석법을 이용할 수 있을 것이다. 상기 분석시클릭 AMP-반응 인자들의 조절 하에서 β-갈락토시다제와 같은 리포터 유전자 구축물 및 H4, H3, H2 또는 H1 수용체로 형질감염된 SK-n-MC 세포주를 이용한다. 세포들을 분석 전에 밤새 도말한다. 작용제 분자로서 히스타민을 사용한다. 길항 활성을 측정하기 위해, 시험하고자 하는 분자들을 작용제를 첨가하기 10분 전에 첨가해둔다. 히스타민을 첨가하고 나서 10분 후에 포스콜린 (5 μM 최종 농도)을 첨가한다. 이어서 세포들을 37℃에서 6 시간 동안 유지시킨 다음 세척 후 약 μl의 0.1 x 분석 완충액(10 mM 인산나트륨, pH 8, 0.2 mM MgSO4 및 0.01 mM MnCl2)으로 용해시킨후 실온에서 10분간 인큐베이션시킨다. 이어서 세포들을 0.5% (v/v) Trition X-100 및 40 mM β-메르캅토에탄올을 함유하는 약 100 μl의 1x 분석 완충액과 함께 10분간 인큐베이션시킨다. 25 μl의 1mg/ml 기질 용액, 예컨대 클로로페놀 레드 β-D-갈락토피라노사이드를 이용하여 발색시킨 다음 570 nm에서의 흡수도를 측정함으로써 정량화한다. 각 농도-반응 곡선에 대해 얻어진 데이터를 S자형 커브에 핏팅시켜서 최대 반응값, Hill 상수 및 EC50을 구한다.
본 발명에 사용가능한 선택적 히스타민 H4 길항제의 비제한적인 예로는 미국특허 No. 6,803,362; 미국특허출원공개 Nos. 2004/0105856, 2004/0127395, 2004/0132715, 2004/0048878, 2004/0058934, 2005/0070527, 2005/0070550, 2005/0261309, 2007/0238771, 2008/0269239, 2008/0261946, 2008/0188452, 2009/275748, 및 국제특허출원 Nos WO2005/054239, WO2005/014556, WO2007/031529, WO2007/072163, WO2007/090852, WO2007/117399, WO2007/120690, WO2008/074445, WO2008/008359, WO2008/031556, WO2008/100565, WO2008/003702, WO2009/134726, WO2009/115496, WO2009/114575, WO2009/080721, WO2009/077608, WO2009/071625, WO2009/068512, WO2009/056551, WO2009/038673, WO2009/077608, WO2009/079001 및 WO2009/047255에 기재된 것들을 들 수 있으며 이들 문헌은 본 발명에 그 내용이 참조되었다.
본 발명에 사용가능한 기타의 예시적인 선택적 히스타민 H4 길항제의 비제한적인 예로는 Jablonowski JA 등 (2003), Venable JD. 등 (2005), Thurmond RL. 등 (2004), Herman D. 등 (2005) Robin L. 등 (2004), Cowart MD. 등 (2008) 및 Liu H. 등 (2008)의 문헌에 개시된 것을 들 수 있다.
본 발명에 사용가능한 전형적인 화합물은 예컨대WO2005/054239 또는 WO2005/014556에 개시된 2-아미노피리미딘 유도체, 또는 퀴나졸린 유도체 WO2008/003702에 설명된 것과 같은 퀴나졸린 유도체이다.
본 발명의 한 가지 실시상태에서, 선택적 H4 길항제는 예컨대 WO2009/079001 및 WO2007/120690에 개시된 비시클릭 헤테로아릴-치환된 이미다졸 화합물; WO2009/038673에 설명된 것과 같은 티에노- 및 퓨로-피리미딘 화합물; WO2008/100565, WO2009077608, WO2009/068512, WO2005/054239, WO2008/031556, WO2008122378 및 WO2005/014556에 설명된 것과 같은 2-아미노피리미딘 화합물; WO2008/008359에 설명된 것과 같은 벤조퓨로- 및 벤조티에노피리미딘 화합물; WO2009/056551 및 WO2009/115496에 설명된 것과 같은 퓨로[3,2-d]피리미딘 유도체; WO2009/080721에 설명된 것과 같은 4-아미노-피리미딘 유도체; WO2007/090852에 설명된 것과 같은 아미노 피리미딘 화합물; WO2007/090853에 설명된 것과 같은 아미노 피리미딘 화합물의 에난티오머; WO2007/090854에 설명된 것과 같은 아제티딘 아미노 피리미딘 화합물; WO2007/039467, WO2006/050965 및 WO2007/072163에 설명된 것과 같은 피리미딘 화합물; WO2009/071625에 설명된 것과 같은 메퀴타진; WO2009/134726에 설명된 것과 같은 치환된 피리미딘 유도체, 특히 마크로사이클릭 융합된 치환된 피리미딘 유도체; WO2009/114575에 설명된 바와 같은 마크로시클릭 스피로 피리미딘 화합물, 특히 트리시클릭 스피로 피리미딘 화합물; WO2008/060767에 설명된 바와 같은 마크로시클릭 벤조융합된 피리미딘 화합물; WO2009137492에 설명된 바와 같은 헤테로아릴-융합된 마크로시클릭 피리미딘 유도체, 특히 헤테로아릴-융합된 마크로시클릭 2,4-디아미노피리미딘 화합물; WO2009123967에 설명된 바와 같은 5,6,7,8-테트라히드로퀴나졸린-2-아민 유도체; WO2006056848에 설명된 바와 같은 옥타히드로피롤로[3,4-c]피롤 유도체; WO2008/074445에 설명된 바와 같은 트리시클릭 및 헤테로트리시클릭 유도체; WO2009047255에 설명된 바와 같은 헤테로비시클릭 화합물; WO2008/003702에 설명된 바와 같은 퀴나졸린 및 관련 헤테로시클릭 화합물; WO2005/014579에 설명된 바와 같은 피페리딘의 이미다졸 유도체; WO2009107767에 설명된 바와 같은 비시클릭 피리미딘 화합물을 들 수 있으며 전술한 모든 문헌은 본 발명에 그 내용이 참고 병합된다.
특정 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2007/120690에 설명된 것들이다: (1H-벤조이미다졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (1H-벤조이미다졸-2-일)-(4-에틸-피페라진-1-일)-메탄온; (1H-벤조이미다졸-2-일)-(3-메틸-피페라진-1-일)-메탄온; (1H-벤조이미다졸-2-일)-(4-메틸-[1,4]디아제판-1-일)-메탄온; 1H-벤조이미다졸-2-카르복실산 (8-메틸-8-아자-비시클로[3.2.1]옥트-3-일)-아미드; (5-클로로-1H-벤조이미다졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5-클로로-1H-벤조이미다졸-2-일)-피페라진-1-일-메탄온; (5-클로로-1H-벤조이미다졸-2-일)-(3-메틸-피페라진-1-일)-메탄온; (5,6-디플루오로-1H-벤조이미다졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5,6-디플루오로-1H-벤조이미다졸-2-일)-(4-에틸-피페라진-1-일)-메탄온; (5,6-디플루오로-1H-벤조이미다졸-2-일)-(3-메틸-피페라진-1-일)-메탄온; (5,6-디플루오로-1H-벤조이미다졸-2-일)-(4-메틸-[1,4]디아제판-1-일)- 메탄온; 5,6-디플루오로-1H-벤조이미다졸-2-카르복실산 (8-메틸-8-아자- 비시클로[3.2.1]옥트-3-일)-아미드; (6-클로로-5-플루오로-1H-벤조이미다졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (6-클로로-5-플루오로-1H-벤조이미다졸-2-일)-(4-메틸-[1,4]디아제판-1-일)-메탄온; 6-클로로-5-플루오로-1H-벤조이미다졸-2-카르복실산 (8-메틸-8-아자- 비시클로[3.2.1]옥트-3-일)-아미드; (5-클로로-6-메틸-1H-벤조이미다졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5-클로로-6-메틸-1H-벤조이미다졸-2-일)-피페라진-1-일-메탄온; (4-메틸-1H-벤조이미다졸-2-일)-(3-메틸-피페라진-1-일)-메탄온; (4-에틸-피페라진-1-일)-(4-메틸-1H-벤조이미다졸-2-일)-메탄온; (4-메틸-1H-벤조이미다졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (4-메틸-1H-벤조이미다졸-2-일)-피페라진-1-일-메탄온; 4-메틸-1H-벤조이미다졸-2-카르복실산 (8-메틸-8-아자-비시클로[3.2.1]옥트-3-일)-아미드; 5-메틸-1H-벤조이미다졸-2-카르복실산 (8-메틸-8-아자-비시클로[3.2.1]옥트-3-일)-아미드; (5-메틸-1H-벤조이미다졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (4-메틸-피페라진-1-일)-(5-트리플루오로메틸-1H-벤조이미다졸-2-일)-메탄온; 피페라진-1-일-(5-트리플루오로메틸-1H-벤조이미다졸-2-일)-메탄온; (5-플루오로-1 H-벤조이미다졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (4-에틸-피페라진-1-일)-(5-플루오로-1H-벤조이미다졸-2-일)-메탄온; (5-플루오로-1H-벤조이미다졸-2-일)-피페라진-1-일-메탄온; (5-플루오로-1H-벤조이미다졸-2-일)-(3-메틸-피페라진-1-일)-메탄온; 5-플루오로-1H-벤조이미다졸-카르복실산 (8-메틸-8-아자-비시클로[3.2.1]옥트-3-일)-아미드; 벤조옥사졸-2-일-(4-메틸-피페라진-1-일)-메탄온; (7-메틸-벤조옥사졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5-메틸-벤조옥사졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (4-메틸-벤조옥사졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; 벤조티아졸-2-일-(4-메틸-피페라진-1-일)-메탄온; (5-벤조일-1H-벤조이미다졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (4-클로로-1H-벤조이미다졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (4-메틸-피페라진-1-일)-(4-니트로-1H-벤조이미다졸-2-일)-메탄온; (4-아미노-1H-벤조이미다졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (4-이소프로필아미노-1H-벤조이미다졸-2-일)-(4-메틸-피페라진-1-일)- 메탄온; C-(5-클로로-1H-벤조이미다졸-2-일)-C-(4-메틸-피페라진-1-일)-메틸렌아민; (4,6-디플루오로-1H-벤조이미다졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (4-메틸-피페라진-1-일)-(5-니트로-1H-벤조이미다졸-2-일)-메탄온; (5-플루오로-4-메틸-1H-벤조이미다졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5-브로모-1H-벤조이미다졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5,6-디클로로-1H-벤조이미다졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (4,5-디메틸-1H-벤조이미다졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5,6-디메틸-1H-벤조이미다졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5-메톡시-1H-벤조이미다졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5-클로로-벤조옥사졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5-플루오로-벤조옥사졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (6-플루오로-벤조옥사졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5,7-디플루오로-벤조옥사졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (4-메틸-피페라진-1-일)-(5-트리플루오로메톡시-벤조옥사졸-2-일)-메탄온; (5-클로로-벤조티아졸-2-일)-(4-메틸-피페라진-1-일)-메탄온; (4-메틸-피페라진-1-일)-(5-트리플루오로메틸-벤조티아졸-2-일)-메탄온; (4-메틸-피페라진-1-일)-(6H-티에노[2,3-b]피롤-5-일)-메탄온; (헥사히드로-피롤로[1,2-a]피라진-2-일)-(6H-티에노[2,3-b]피롤-5-일)- 메탄온; (2-클로로-6H-티에노[2,3-b]피롤-5-일)-(4-메틸-피페라진-1-일)-메탄온; (2-클로로-6H-티에노[2,3-b]피롤-5-일)-(헥사히드로-피롤로[1 ,2-a]피라진-2-일)-메탄온; (2-클로로-6H-티에노[2,3-b]피롤-5-일)-피페라진-1-일-메탄온; (4H-퓨로[3,2-b]피롤-5-일)-(4-메틸-피페라진-1-일)-메탄온; (4-메틸-피페라진-1-일)-(4H-티에노[3,2-b]피롤-5-일)-메탄온; 피페라진-1-일-(4H-티에노[3,2-b]피롤-5-일)-메탄온; (3-메틸-피페라진-1-일)-(4H-티에노[3,2-b]피롤-5-일)-메탄온; (2-클로로-4H-티에노[3,2-b]피롤-5-일)-(4-메틸-피페라진-1-일)-메탄온; (2-클로로-4H-티에노[3,2-b]피롤-5-일)-(헥사히드로-피롤로[1,2-a]피라진-2-일)-메탄온; (3-브로모-4H-티에노[3,2-b]피롤-5-일)-(4-메틸-피페라진-1-일)-메탄온; 4-메틸-피페라진-1-일)-(3-메틸-4H-티에노[3,2-b]피롤-5-일)-메탄온; (2-메틸-4H-퓨로[3,2-b]피롤-5-일)-(4-메틸-피페라진-1-일)-메탄온; (2,3-디메틸-4H-퓨로[3,2-b]피롤-5-일)-(4-메틸-피페라진-1-일)-메탄온; (2.3-디메틸-4H-티에노[3,2-b]피롤-5-일)-(4-메틸-피페라진-1-일)-메탄온; (2,3-디클로로-6H-티에노[2,3-b]피롤-5-일)-(4-메틸-피페라진-1-일)-메탄온; (2-메틸-4H-퓨로[3,2-b]피롤-5-일)-피페라진-1-일- 메탄온; (3-브로모-4H-티에노[3,2-b]피롤-5-일)-피페라진-1-일-메탄온; (3-브로모-4H-티에노[3,2-b]피아놀-5-일)-(3-메틸-피페라진-1-일)-메탄온; (3-메틸-4H-티에노[3,2-b]피롤-5-일)-피페라진-1-일-메탄온; (3-메틸-피페라진-1-일)-(3-메틸-4H-티에노[3,2-b]피롤-5-일)-메탄온; (2-클로로-3-메틸-4H-티에노[3,2-b]피롤-5-일)-(4-메틸-피페라진-1-일)-메탄온; (2-클로로-3-메틸-4H-티에노[3,2-b]피롤-5-일)-피페라진-1-일-메탄온; (2,3-디클로로-4H-티에노[3,2-b]피롤-5-일)-(4-메틸-피페라진-1-일)-메탄온; (2,3-디메틸-6H-티에노[2,3-b]피롤-5-일)-(4-메틸-피페라진-1-일)-메탄온; (2-클로로-3-메틸-6H-티에노[2,3-b]피롤-5-일)-(4-메틸-피페라진-1-일)- 메탄온; (3-클로로-2-메틸-6H-티에노[2,3-b]피롤-5-일)-(4-메틸-피페라진-1-일)- 메탄온; (2-브로모-6H-티에노[2,3-b]피라놀-5-일)-(4-메틸-피페라진-1-일)-메탄온; (3-브로모-6H-티에노[2,3-b]피롤-5-일)-(4-메틸-피페라진-1-일)-메탄온; (4-메틸-피페라진-1-일)-(2-페닐-6H-티에노[2,3-b]피롤-5-일)-메탄온; [2-(4-클로로-페닐)-6H-티에노[2,3-b]피롤-5-일]-(4-메틸-피페라진-1-일)-메탄온; (3-브로모-4H-티에노[3,2-b]피라놀-5-일)-(3,4-디메틸-피페라진-1-일)-메탄온; (3,4-디메틸-피페라진-1-일)-(3-메틸-4H-티에노[3,2-b]피롤-5-일)-메탄온; (2-브로모-3-메틸-4H-티에노[3,2-b]피롤-5-일)-(4-메틸-피페라진-1-일)-메탄온; (3-브로모-2-클로로-4H-티에노[3,2-b]피롤-5-일)-(4-메틸-피페라진-1-일)-메탄온; (2,3-디클로로-4H-티에노[3,2-b]피롤-5-일)-(3-메틸-피페라진-1-일)-메탄온; (4-메틸-피페라진-1-일)-(2-페닐-4H-티에노[3,2-b]피롤-5-일)-메탄온; (4-메틸-피페라진-1-일)-[2-(4-트리플루오로메틸-페닐)-4H-티에노[3,2-b]-피롤-5-일]-메탄온; 8-메틸-3-(4-메틸-피페라진-1-일)-1H-퀴녹살린-2-온; 8-메틸-3-피페라진-1-일-1H-퀴녹살린-2-온; 8-니트로-3-피페라진-1-일-1H-퀴녹살린-2-온; 7,8-디플루오로-3-피페라진-1-일-1H-퀴녹살린-2-온; 8-메틸-3-(3-메틸-피페라진-1-일)-1H-퀴녹살린-2-온; 3-(3-메틸-피페라진-1-일)-1H-퀴녹살린-2-온; 3-[4-(2-히드록시-에틸)-피페라진-1-일]-8-메틸-1H-퀴녹살린-2-온; 6-클로로-3-(4-메틸-피페라진-1-일)-1H-퀴녹살린-2-온; 7-클로로-3-(4-메틸-피페라진-1-일)-1H-퀴녹살린-2-온; 3-(4-메틸-피페라진-1-일)-6-트리플루오로메틸-1H-퀴녹살린-2-온; 3-(4-메틸-피페라진-1-일)-7-트리플루오로메틸-1H-퀴녹살린-2-온; 6,7-디클로로-3-(4-메틸-피페라진-1-일)-1H-퀴녹살린-2-온; 6,7-디클로로-3-피페라진-1-일-1H-퀴녹살린-2-온; 6,7-디클로로-3-(4-메틸-[1,4]디아제판-1 -일)-1H-퀴녹살린-2-온; 6,7-디플루오로-3-(4-메틸-피페라진-1-일)-1H-퀴녹살린-2-온; 7-클로로-6-메틸-3-(4-메틸-피페라진-1-일)-1H-퀴녹살린-2-온; 6-클로로-7-메틸-3-(4-메틸-피페라진-1-일)-1H-퀴녹살린-2-온; 6-플루오로-3-(4-메틸-피페라진-1-일)-1H-퀴녹살린-2-온; 7,8-디플루오로-3-(4-메틸-피페라진-1-일)-1H-퀴녹살린-2-온; 8-클로로-3-(4-메틸-피페라진-1-일)-6-트리플루오로메틸-1H-퀴녹살린-2-온; 3-피페라진-1-일-6-트리플루오로메틸-1H-퀴녹살린-2-온; 3-피페라진-1-일-7-트리플루오로메틸-1H-퀴녹살린-2-온; 6-클로로-7-플루오로-3-(4-메틸-피페라진-1-일)-1H-퀴녹살린-2-온; 7-클로로-6-플루오로-3-(4-메틸-피페라진-1-일)-1H-퀴녹살린-2-온; 7-클로로-3-피페라진-1-일-1H-퀴녹살린-2-온; 6-클로로-3-피페라진-1-일-1H-퀴녹살린-2-온; 6-클로로-3-(3-메틸-피페라진-1-일)-1H-퀴녹살린-2-온; 7-클로로-3-(3-메틸-피페라진-1-일)-1H-퀴녹살린-2-온; 3-(3-메틸-피페라진-1-일)-6-트리플루오로메틸-1H-퀴녹살린-2-온; 3-(3-메틸-피페라진-1-일)-7-트리플루오로메틸-1H-퀴녹살린-2-온; 2-{2-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-4,5-디메틸-1H-벤조이미다졸; 2-{2-클로로-4-[3-(1-메틸-피페리딘-4-일)-프로폭시]-페닐}-4-메틸-1H-벤조이미다졸; 2-{2-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-5-트리플루오로메톡시-1H-벤조이미다졸; 5-3차-부틸-2-{3-클로로-4-[3-(4-메틸-[1,4]디아제판-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; 5-3차-부틸-2-{3-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1 H-벤조이미다졸; 4,5-디메틸-2-{3-메틸-4-[3-(4-메틸-피페라진-1-일)-프로폭시]- 페닐}-1H-벤조이미다졸; 5-3차-부틸-2-{3-[4-(4-메틸-피페라진-1-일)-부톡시]-페닐}-1H-벤조이미다졸; 5-3차-부틸-2-{3-[4-(4-메틸-[1,4]디아제판-1-일)-부톡시]-페닐}-1H-벤조이미다졸; (1-{3-[4-(5-3차-부틸-1H-벤조이미다졸-2-일)-2-클로로-페녹시]-프로필}- 피롤리딘-3-일)-디메틸아민; 2-{3-플루오로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-4-메틸-1H-벤조이미다졸; 5-메틸-2-{4-[3-(4-메틸-피페라진-1-일)-프로폭시]-나프탈렌-1-일}-1H-벤조이미다졸; 4-[3-(5-3차-부틸-1H-벤조이미다졸-2-일)-페녹시]-1-(4-메틸-피페라진-1-일)-부탄-1-온; 5-클로로-2-[3-클로로-4-(3-피페라진-1-일-프로폭시)-페닐]-6-플루오로-1H-벤조이미다졸; 5-3차-부틸-2-{3-메틸-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; 2-{2-클로로-4-[3-(1-메틸-피페리딘-4-일)-프로폭시]-페닐}-4,6-디메틸-1H-벤조이미다졸; 2-{2-클로로-4-[2-메틸-3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-4-메틸-1H-벤조이미다졸; 5-클로로-2-{3-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-6-메틸-1H-벤조이미다졸; 6-클로로-2-{2-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-4-에틸-1H-벤조이미다졸; 5-3차-부틸-2-{3-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; 5-클로로-2-{3-플루오로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; 2-{2-클로로-4-[3-(4-메틸-[1,4]디아제판-1-일)-프로폭시]-페닐}-4,6-디메틸-1H-벤조이미다졸; 5-클로로-6-메틸-2-{3-[4-(4-메틸-피페라진-1-일)-부톡시]-페닐}-1H-벤조이미다졸; 2-{3-플루오로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-5-메틸-1H-벤조이미다졸; 5,6-디플루오로-2-{3-플루오로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; 2-{3-플루오로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H- 벤조이미다졸; 2-{2-클로로-4-[3-(4-메틸-[1,4]디아제판-1-일)-프로폭시]-페닐}-4,5- 디메틸-1H-벤조이미다졸; 5,6-디메틸-2-{3-[4-(4-메틸-피페라진-1-일)-부톡시]-페닐}-1H-벤조이미다졸; 2-{2-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-4,6-디메틸-1H-벤조이미다졸; 2-{2-클로로-4-[3-(4-메틸-[1,4]디아제판-1-일)-프로폭시]-페닐}-4-메틸-1H-벤조이미다졸; 5-3차-부틸-2-{2-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; 2-{3-메톡시-4-[3-(4-메틸-피페라진-1-일)-프로폭시3-페닐}-5-트리플루오로메틸-1H-벤조이미다졸; 5-클로로-2-{3-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-6-플루오로-1H-벤조이미다졸; 5,6-디클로로-2-{2-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; 5-클로로-2-{2-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; 5-클로로-2-{2-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-6-플루오로-1H-벤조이미다졸; 5-클로로-2-{3-메틸-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; 2-{3-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-5-메틸-1H-벤조이미다졸; 5,6-디클로로-2-{3-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; 5-클로로-6-메틸-2-{3-메틸-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; 2-{2-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-5-메틸-1H-벤조이미다졸; 5-클로로-2-{3-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; 2-{3-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-5-트리플루오로메틸-1H-벤조이미다졸; 5-클로로-6-플루오로-2-{3-메틸-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; 5-메틸-2-{3-메틸-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; 2-{3-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H- 벤조이미다졸; 2-{3-메틸-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H- 벤조이미다졸; 2-{2-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H- 벤조이미다졸; 5-클로로-6-플루오로-2-{3-메톡시-4-[3-(4-메틸-피페라진-1-일)- 프로폭시]-페닐}-1H-벤조이미다졸; 2-{3-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-5-메톡시-1H-벤조이미다졸; 5-3차-부틸-2-{3,5-디브로모-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; 2-{2-메톡시-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-5-트리플루오로메틸-1H-벤조이미다졸; 2-{2-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-5-트리플루오로메틸-1H-벤조이미다졸; 2-{3-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; (2-{3-[4-(4-메틸-피페라진-1-일)-부톡시]-페닐}-1H-벤조이미다졸-5-일)-페닐-메탄온; 6-클로로-2-{2-클로로-4-[3-(1-메틸-피페리딘-4-일)-프로폭시]-페닐}-4-메틸-1H-벤조이미다졸; 5-3차-부틸-2-{3-클로로-4-[3-(1-메틸-피페리딘-4-일)-프로폭시]-페닐}-1H-벤조이미다졸; 2-{2-클로로-4-[3-(1-메틸-피페리딘-4-일)-프로폭시]-페닐}-4,5-디메틸-1H-벤조이미다졸; 5-클로로-6-메틸-2-{4-[3-(1-메틸-피페리딘-4-일)-프로폭시]-페닐}-1H-벤조이미다졸; 5-클로로-2-{4-[3-(1-메틸-피페리딘-4-일)-프로폭시]-페닐}-1H-벤조이미다졸; 5-클로로-6-플루오로-2-{4-[3-(1-메틸-피페리딘-4-일)-프로폭시]-페닐}-1H-벤조이미다졸; 5-3차-부틸-2-{4-[3-(1-메틸-피페리딘-4-일)-프로폭시]-페닐}-1H-벤조이미다졸; 5-메틸-2-{4-[3-(1-메틸-피페리딘-4-일)-프로폭시]-페닐}-1H-벤조이미다졸; 2-{4-[3-(1-메틸-피페리딘-4-일)-프로폭시]-페닐}-1H-벤조이미다졸; 6-클로로-2-{2-플루오로-4-[3-(1-메틸-피페리딘-4-일)-프로폭시]-페닐}-4-메틸-1H-벤조이미다졸; 5-플루오로-2-{2-메틸-4-[3-(1-메틸-피페리딘-4-일)-프로폭시]-페닐}-1H-벤조이미다졸; 4-클로로-2-{2-메틸-4-[3-(1-메틸-피페리딘-4-일)-프로폭시]-페닐}-1H-벤조이미다졸; 6-클로로-4-메틸-2-{2-메틸-4-[3-(1-메틸-피페리딘-4-일)-프로폭시]-페닐}-1H-벤조이미다졸; 2-{2-클로로-4-[3-(1-메틸-피페리딘-4-일)-프로폭시]-페닐}-3H-나프토[1,2-d]이미다졸; 4,6-디메틸-2-{2-메틸-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; 2-{2-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-4-메틸-1 H-벤조이미다졸; 2-{2-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-5-플루오로-4-메틸-1H-벤조이미다졸; 2-{2-클로로-4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-3H-나프토[1,2-d]이미다졸; 6-클로로-2-{2-클로로-4-[3-(4-메틸-[1,4]디아제판-1-일)-프로폭시]-페닐}-4-메틸-1H-벤조이미다졸; 2-{3-클로로-4-[3-(4-메틸-[1,4]디아제판-1-일)-프로폭시]-페닐}-4-메틸-1H-벤조이미다졸; 4,6-디메틸-2-{3-[4-(4-메틸-[1,4]디아제판-1-일)-부톡시]-페닐}-1H-벤조이미다졸; 5-클로로-2-{4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; 2-{4-[3-(4-메틸-피페라진-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; {2-(6-클로로-4-메틸-1H-벤조이미다졸-2-일)-5-[3-(1-메틸-피페리딘-4-일)-프로폭시]-벤질}-디메틸-아민; {2-(5-플루오로-4-메틸-1H-벤조이미다졸-2-일)-5-[3-(1-메틸-피페리딘-4-일)-프로폭시]-벤질}-디메틸-아민; 4-{3-[4-(6-클로로-4-메틸-1H-벤조이미다졸-2-일)-3-메틸- 페녹시]-프로필}-[1,4]디아제판-5-온; 4-{3-[4-(5-3차-부틸-1H-벤조이미다졸-2-일)-3-메틸-페녹시]-프로필}-1-메틸-[1,4]디아제판-5-온; 5-3차-부틸-2-{2-메틸-4-[3-(2-메틸-피페라진-1-일)-프로폭시]- 페닐}-1H-벤조이미다졸; 5-3차-부틸-2-{2-메틸-4-[3-(2-메틸-피페라진-1-일)-프로폭시]-페닐}-1H-벤조이미다졸; 6-클로로-4-메틸-2-[2-메틸-4-(3-피페리딘-4-일-프로폭시)-페닐]-1H-벤조이미다졸; 5-플루오로-4-메틸-2-[2-메틸-4-(3-피페리딘-4-일-프로폭시)-페닐]-1H-벤조이미다졸; 6-클로로-2-{4-[3-(1-에틸-피페리딘-4-일)-프로폭시]-2-메틸-페닐}-4-메틸-1H-벤조이미다졸; {2-[3-클로로-4-(4-메틸-1H-벤조이미다졸-2-일)-페녹시]-에틸}-메틸-(1-메틸-피페리딘-4-일)-아민; 6-클로로-4-메틸-2-{2-메틸-4-[2-(1-메틸-피페리딘-4-일옥시)-에톡시]-페닐}-1H-벤조이미다졸; 6-클로로-4-메틸-2-{2-메틸-4-[3-(1-메틸-1,2-6-테트라히드로-피리딘-4-일)-프로폭시]-페닐}-1H-벤조이미다졸; 5-플루오로-4-메틸-2-{2-메틸-4-[3-(1-메틸-1,2,3,6-테트라히드로-피리딘-4-일)-프로폭시]-페닐}-1H-벤조이미다졸; 6-플루오로-7-메틸-2-{3-[4-(1-메틸-피페리딘-4-일)-부톡시]-페닐}-1H-벤조이미다졸; 7-메틸-2-{3-[4-(1-메틸-피페리딘-4-일)-부톡시]-페닐}-1H- 벤조이미다졸; 6,7-디메틸-2-{3-[4-(1-메틸-피페리딘-4-일)-부톡시]-페닐}-1H- 벤조이미다졸; (5-클로로-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5-플루오로-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5-브로모-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5-벤질옥시-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5-메틸-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5,6-디메톡시-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (4-메틸-피페라진-1-일)-(7-니트로-1H-인돌-2-일)-메탄온; (4-메틸-피페라진-1-일)-(5-니트로-3-페닐-1H-인돌-2-일)-메탄온; (4-메틸-피페라진-1-일)-(5-트리플루오로메톡시-1H-인돌-2-일)-메탄온; (6-클로로-1H-인돌-2-일)-(4-메틸-피페라진-1 -일)-메탄온; (5,7-디플루오로-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (6-플루오로-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (4,6-디클로로-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (1H-인돌-2-일)-(4-옥틸-피페라진-1-일)-메탄온; (4-에틸-피페라진-1-일)-(1H-인돌-2-일)-메탄온; (1H-인돌-2-일)-(4-이소프로필-피페라진-1-일)-메탄온; [4-(3-디메틸아미노-프로필)-피페라진-1-일]-(1H-인돌-2-일)-메탄온; (4-부틸-피페라진-1-일)-(1H-인돌-2-일)-메탄온; (4-시클로펜틸-피페라진-1-일)-(1H-인돌-2-일)-메탄온; (1H-인돌-2-일)-(4-페네틸-피페라진-1-일)-메탄온; (1H-인돌-2-일)-[4-(2-피페리딘-1-일-에틸)-피페라진-1-일]-메탄온; [4-(2-에톡시-에틸)-피페라진-1-일]-(1H-인돌-2-일)-메탄온; (4-sec-부틸-피페라진-1-일)-(1H-인돌-2-일)-메탄온; [4-(1-에틸-프로필)-피페라진-1-일]-(1H-인돌-2-일)-메탄온; (1H-인돌-2-일)-[4-(3-페닐-프로필)-피페라진-1-일]-메탄온; (1H-인돌-2-일)-[4-(1-메틸-피페리딘-4-일)-피페라진-1-일]-메탄온; [4-(2-디프로필아미노-에틸)-피페라진-1-일]-1H-인돌-2-일)-메탄온; (1H-인돌-2-일)-[4-(3-페닐-알릴)-피페라진-1-일]-메탄온; (1H-인돌-2-일)-(4-펜틸-피페라진-1-일)-메탄온; (4-헵틸-피페라진-1-일)-(1H-인돌-2-일)-메탄온; [4-(2-디에틸아미노-에틸)-피페라진-1-일]-(1H-인돌-2-일)-메탄온; (1H-인돌-2-일)-[4-(4-메톡시-부틸)-피페라진-1-일]-메탄온; 5-클로로-7-메틸-2-{3-[4-(1-메틸-피페리딘-4-일)-부톡시]-페닐}-1H-벤조이미다졸; 5,7-디메틸-2-{2-메틸-3-[4-(1-메틸-피페리딘-4-일)-부톡시]-페닐}-1H-벤조이미다졸; 5-클로로-7-메틸-2-{2-메틸-3-[4-(1-메틸-피페리딘-4-일)-부톡시]- 페닐}-1H-벤조이미다졸; 6-플루오로-7-메틸-2-{2-메틸-3-[4-(1-메틸-피페리딘-4-일)-부톡시]-페닐}-1 H-벤조이미다졸; 6-플루오로-7-메틸-2-{3-[3-(1-메틸-피페리딘-4-일옥시)-프로폭시]-페닐}-1H-벤조이미다졸; {2-(5-플루오로-4-메틸-1H-벤조이미다졸-2-일)-5-[3-(1-메틸-피페리딘-4-일)-프로폭시]-페닐}-메탄올; 6-클로로-4-메틸-2-{6-[3-(4-메틸-피페라진-1-일)-프로폭시]-피리딘-3-일}-1H-벤조이미다졸; 4-메틸-2-{6-[3-(4-메틸-피페라진-1-일)-프로폭시]-피리딘-3-일}-1H-벤조이미다졸; 5-플루오로-4-메틸-2-{6-[3-(4-메틸-피페라진-1-일)-프로폭시]-피리딘-3-일}-1H-벤조이미다졸; 4-메틸-2-{6-[3-(1-메틸-피페리딘-4-일)-프로폭시]-피리딘-3-일}-1H-벤조이미다졸; 4,5-디메틸-2-{6-[3-(1-메틸-피페리딘-4-일)-프로폭시]-피리딘-3-일}-1H-벤조이미다졸; 4-클로로-2-{6-[3-(1-메틸-피페리딘-4-일)-프로폭시]-피리딘-3-일}-1H-벤조이미다졸; 5-플루오로-4-메틸-2-{4-메틸-6-[3-(1-메틸-피페리딘-4-일)-프로폭시]-피리딘-3-일}-1H-벤조이미다졸; 4,5-디메틸-2-{4-메틸-6-[3-(1-메틸-피페리딘-4-일)-프로폭시]-피리딘-3-일}-1H-벤조이미다졸; 4,6-디메틸-2-{4-메틸-6-[3-(1-메틸-피페리딘-4-일)-프로폭시]-피리딘-3-일}-1H-벤조이미다졸; 4-클로로-2-{4-메틸-6-[3-(1-메틸-피페리딘-4-일)-프로폭시]-피리딘-3-일}-1H-벤조이미다졸; 2-{4-클로로-6-[3-(1-메틸-피페리딘-4-일)-프로폭시]-피리딘-3-일}-5-플루오로-4-메틸-1H-벤조이미다졸; 2-{4-클로로-6-[3-(1-메틸-피페리딘-4-일)-프로폭시]-피리딘-3-일}-4-메틸-1H-벤조이미다졸; 6-클로로-2-{4-클로로-6-[3-(1-메틸-피페리딘-4-일)-프로폭시]-피리딘-3-일}-4-메틸-1H-벤조이미다졸; 2-{4-클로로-6-[3-(1-메틸-피페리딘-4-일)-프로폭시]-피리딘-3-일}-4,6-디메틸-1H-벤조이미다졸; 2-{4-메톡시-6-[3-(1-메틸-피페리딘-4-일)-프로폭시]-피리딘-3-일}-4-메틸-1H-벤조이미다졸; 5-플루오로-2-{4-메톡시-6-[3-(1-메틸-피페리딘-4-일)-프로폭시]-피리딘-3-일}-4-메틸-1H-벤조이미다졸; 5-플루오로-4-메틸-2-{6-[3-(1-메틸-1,2,3,6-테트라히드로-피리딘-4-일)-프로폭시]-피리딘-3-일}-1H-벤조이미다졸; 4-메틸-2-{6-[3-(1-메틸-1,2,3,6-테트라히드로-피리딘-4-일)-프로폭시]- 피리딘-3-일}-1H-벤조이미다졸; 6-클로로-4-메틸-2-{6-[3-(1-메틸-1,2,3,6-테트라히드로-피리딘-4-일)-프로폭시]-피리딘-3-일}-1H-벤조이미다졸; 4,5-디메틸-2-{6-[3-(1-메틸-1,2,3,6-테트라히드로-피리딘-4-일)-프로폭시]-피리딘-3-일}-1H-벤조이미다졸; 4,6-디메틸-2-{6-[3-(1-메틸-1,2,3,6-테트라히드로-피리딘-4-일)-프로폭시]-피리딘-3-일}-1H-벤조이미다졸; 5-클로로-4-메틸-2-{6-[3-(1-메틸-1,2,3,6-테트라히드로-피리딘-4-일)- 프로폭시]-피리딘-3-일}-1H-벤조이미다졸; 5-플루오로-4-메틸-2-{6-[3-(1-메틸-피페리딘-4-일)-프로폭시]-4-피롤리딘-1-일메틸-피리딘-3-일}-1H-벤조이미다졸; 2-{5-브로모-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-4-메틸-1H-벤조이미다졸; 2-{5-브로모-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-5-플루오로-4-메틸-1H-벤조이미다졸; 2-{5-브로모-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-6-클로로-4-메틸-1H-벤조이미다졸; 2-{5-브로모-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-4,6- 디메틸-1H-벤조이미다졸; 2-{5-브로모-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-4,5-디메틸-1H-벤조이미다졸; 2-{5-브로모-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-5-클로로-4-메틸-1H-벤조이미다졸; 2-{5-브로모-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-5-3차-부틸-1H-벤조이미다졸; 5-3차-부틸-2-{2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-1H-벤조이미다졸; 2-{5-클로로-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-5-플루오로-4-메틸-1H-벤조이미다졸; 2-{5-클로로-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-4,5-디메틸-1H-벤조이미다졸; 4,6-디메틸-2-{2-[4-(4-메틸-피페라진-1-일)-부톡시]-피리딘-4-일}-1H- 벤조이미다졸; 4-메틸-2-{2-[4-(4-메틸-피페라진-1-일)-부톡시]-피리딘-4-일}-1H- 벤조이미다졸; 4,5-디메틸-2-{2-[4-(4-메틸-피페라진-1-일)-부톡시]-피리딘-4-일}-1H- 벤조이미다졸; 5-플루오로-4-메틸-2-{2-[4-(4-메틸-피페라진-1-일)-부톡시]-피리딘-4-일}-1H-벤조이미다졸; 6-클로로-4-메틸-2-{2-[4-(4-메틸-피페라진-1-일)-부톡시]-피리딘-4-일}-1H-벤조이미다졸; 5-플루오로-4-메틸-2-{2-[4-(4-메틸-[1,4]디아제판-1-일)-부톡시]-피리딘-4-일}-1H-벤조이미다졸; 4,5-디메틸-2-{2-[4-(4-메틸-[1,4]디아제판-1-일)-부톡시]-피리딘-4-일}-1H-벤조이미다졸; 4,6-디메틸-2-{2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-1H-벤조이미다졸; 4-메틸-2-{2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-1H-벤조이미다졸; 5-플루오로-4-메틸-2-{2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-1H-벤조이미다졸; 4-클로로-2-{2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-1H-벤조이미다졸; 4,5-디메틸-2-{2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-1H-벤조이미다졸; 6-클로로-4-메틸-2-{2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-1H-벤조이미다졸; 5-3차-부틸-2-[2-(4-피페리딘-4-일-부톡시)-피리딘-4-일]-1H-벤조이미다졸; 4,6-디메틸-2-[2-(4-피페리딘-4-일-부톡시)-피리딘-4-일]-1H-벤조이미다졸; 2-{2-[4-(1-에틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-4,5-디메틸-1H-벤조이미다졸; 4,6-디메틸-2-{3-메틸-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-1H-벤조이미다졸; 4-메틸-2-{3-메틸-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-1H-벤조이미다졸; 6-클로로-4-메틸-2-{3-메틸-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-1H-벤조이미다졸; 2-{3-클로로-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-4-메틸-1H-벤조이미다졸; 2-{3-클로로-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-4,5-디메틸-1H-벤조이미다졸; 4-클로로-2-{3-클로로-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-1 H- 벤조이미다졸; 2-{3-클로로-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-5-플루오로-4-메틸-1H-벤조이미다졸; 2-{3-클로로-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-4,6-디메틸-1H-벤조이미다졸; 6-클로로-2-{3-클로로-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-4-메틸-1H-벤조이미다졸; 5-플루오로-4-메틸-2-{5-메틸-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-1H-벤조이미다졸; 5-클로로-6-플루오로-2-{5-메틸-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-1H-벤조이미다졸; 5-3차-부틸-2-{5-메틸-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-1H-벤조이미다졸; 4,5-디메틸-2-{5-메틸-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-1H-벤조이미다졸; 2-{5-클로로-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-4,6-디메틸-1H-벤조이미다졸; 5-3차-부틸-2-{5-클로로-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-1H-벤조이미다졸; 2-{5-브로모-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-4-클로로-1H-벤조이미다졸; 2-{5-브로모-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-5-클로로-6-플루오로-1H-벤조이미다졸; 2-{5-브로모-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘-4-일}-5-클로로-1H-벤조이미다졸; 1-(3-{4-[4,5-비스-(4-브로모-페닐)-1H-이미다졸-2-일]-3-클로로-페녹시}-프로필)-4-메틸-피페라진; 1-{3-[3-클로로-4-(4,5-디페닐-1H-이미다졸-2-일)-페녹시]-프로필}-4-메틸- 피페라진; 1-(3-{4-[4,5-비스-(4-메톡시-페닐)-1H-이미다졸-2-일]-3-클로로-페녹시}- 프로필)-4-메틸-피페라진; 1-{3-[3-클로로-4-(4,5-디-p-톨릴-1H-이미다졸-2-일)-페녹시]-프로필}-4-메틸-피페라진; 1-(3-{4-[4,5-비스-(3-메톡시-페닐)-1H-이미다졸-2-일]-3-클로로-페녹시}-프로필)-4-메틸-피페라진; 1-(3-{4-[4,5-비스-(3-메톡시-페닐)-1H-이미다졸-2-일]-2-플루오로-페녹시}-프로필)-4-메틸-피페라진; 1-(3-{4-[4,5-비스-(4-브로모-페닐)-1H-이미다졸-2-일]-3-클로로-페녹시}-프로필)-4-메틸-[1,4]디아제판; 1-(3-{4-[4,5-비스-(3-메톡시-페닐)-1H-이미다졸-2-일]-3-클로로-페녹시}-프로필)-4-메틸-[1,4]디아제판; 2-{3-클로로-4-[3-(4-메틸-[1,4]디아제판-1-일)-프로폭시]-페닐}-4,5,6,7- 테트라히드로-1H-벤조이미다졸; 2-{2-클로로-4-[3-(4-메틸-[1,4]디아제판-1-일)-프로폭시]-페닐}-4,5,6,7-테트라히드로-1H-벤조이미다졸; 1-메틸-4-{3-[3-메틸-4-(4-페닐-5-트리플루오로메틸-1H-이미다졸-2-일)-페녹시]-프로필}-피페리딘; 4-{3-[3-클로로-4-(4-페닐-5-트리플루오로메틸-1H-이미다졸-2-일)-페녹시]-프로필}-1-메틸-피페리딘; 4-(3-{3-클로로-4-[5-메틸-4-(3-트리플루오로메틸-페닐)-1H-이미다졸-2-일]-페녹시}-프로필)-1-메틸-피페리딘; 4-(3-{3-클로로-4-[4-(3,5-디클로로-페닐)-5-메틸-1H-이미다졸-2-일]- 페녹시}-프로필)-1-메틸-피페리딘; 4-(3-{4-[4-(3,5-디클로로-페닐)-5-메틸-1 H-이미다졸-2-일]-3-메틸-페녹시}-프로필)-1-메틸-피페리딘; 4-(3-{3-클로로-4-[4-(4-클로로-페닐)-5-메틸-1H-이미다졸-2-일]-페녹시}-프로필)-1-메틸-피페리딘; 4-(3-{4-[4,5-비스-(4-플루오로-페닐)-1H-이미다졸-2-일]-3-클로로-페녹시}-프로필)-1-메틸-피페리딘; 4-(3-{4-[4,5-비스-(3-메톡시-페닐)-1H-이미다졸-2-일]-3-클로로-페녹시}- 프로필)-1-메틸-피페리딘; 4-(3-{3-클로로-4-[4-(4-클로로-페닐)-5-p-톨릴-1H-이미다졸-2-일]-페녹시}-프로필)-1-메틸-피페리딘; 2-{2-클로로-4-[3-(1-메틸-피페리딘-4-일)-프로폭시]-페닐}-4,5,6,7-테트라히드로-1H-벤조이미다졸; 4-{3-[3-클로로-4-(4-메틸-5-프로필-1H-이미다졸-2-일)-페녹시]-프로필}-1-메틸-피페리딘; 4-{3-[3-클로로-4-(5-에틸-4-메틸-1H-이미다졸-2-일)-페녹시]-프로필}-1-메틸피페리딘; 1-메틸-4-(2-{3-메틸-4-[5-메틸-4-(3-트리플루오로메틸-페닐)-1H-이미다졸-2-일]-페녹시}-에톡시)-피페리딘; 5-[4-(4-클로로-페닐)-5-메틸-1H-이미다졸-2-일]-2-[3-(1-메틸-피페리딘-4-일)-프로폭시]-피리딘; 2-[3-(1-메틸-피페리딘-4-일)-프로폭시]-5-[5-메틸-4-(3-트리플루오로메틸-페닐)-1H-이미다졸-2-일]-피리딘; 2-[3-(1-메틸-피페리딘-4-일)-프로폭시]-5-[5-메틸-4-(4-트리플루오로메틸-페닐)-1H-이미다졸-2-일]-피리딘; 2-[3-(1-메틸-피페리딘-4-일)-프로폭시]-5-(4-페닐-5-트리플루오로메틸-1H-이미다졸-2-일)-피리딘; 1-메틸-4-(3-{5-[5-메틸-4-(4-트리플루오로메틸-페닐)-1H-이미다졸-2-일]-피리딘-2-일옥시}-프로필)-피페라진; 1-메틸-4-(3-{5-[5-메틸-4-(3-트리플루오로메틸-페닐)-1H-이미다졸-2-일]-피리딘-2-일옥시}-프로필)-피페라진; 4-(4-{3-[4-(4-클로로-페닐)-5-메틸-1H-이미다졸-2-일]-페녹시}-부틸)-1-메틸-피페리딘; 1-메틸-4-{4-[3-(4-페닐-5-트리플루오로메틸-1H-이미다졸-2-일)-페녹시]-부틸}-피페리딘; 2-[4-(1-메틸-피페리딘-4-일)-부톡시]-4-(4-페닐-5-트리플루오로메틸-1H-이미다졸-2-일)-피리딘; 2-[4-(1-메틸-피페리딘-4-일)-부톡시]-4-[5-메틸-4-(3-트리플루오로메틸-페닐)-1H-이미다졸-2-일]-피리딘; 4-{3-[4-(5-이소부틸-4-메틸-1H-이미다졸-2-일)-3-메틸-페녹시]-프로필}-1-메틸-피페리딘; 4-[4-(4-클로로-페닐)-5-메틸-1H-이미다졸-2-일]-2-[4-(1-메틸-피페리딘-4-일 )-부톡시]-피리딘 ; 4-{3-[3-클로로-4-(5-이소부틸-4-메틸-1H-이미다졸-2-일)-페녹시]-프로필}-1-메틸-피페리딘; 1-메틸-4-(4-{3-[5-메틸-4-(4-트리플루오로메틸-페닐)-1H-이미다졸-2-일]-페녹시}-부틸)-피페리딘; 1-{3-[2-클로로-4-(1H-이미다졸-2-일)-페녹시]-프로필}-4-메틸-피페라진; 1-{3-[3-클로로-4-(4,5-디메틸-1H-이미다졸-2-일)-페녹시]-프로필}-4-메틸-피페라진; 1-{3-[3-클로로-4-(4-페닐-5-트리플루오로메틸-1 H-이미다졸-2-일)-페녹시]-프로필}-4-메틸-피페라진; 1-{3-[2-클로로-4-(4-페닐-5-트리플루오로메틸-1H-이미다졸-2-일)-페녹시]- 프로필}-4-메틸-[1,4]디아제판; 1-메틸-4-(3-{3-메틸-4-[5-메틸-4-(3-트리플루오로메틸-페닐)-1H-이미다졸-2-일]-페녹시}-프로필)-피페리딘; 4-(3-{4-[4-(4-클로로-페닐)-5-메틸-1H-이미다졸-2-일]-3-메틸- 페녹시}-프로필)-1-메틸-피페리딘; 4-(2-{4-[4-(4-클로로-페닐)-5-메틸-1H-이미다졸-2-일]-3-메틸-페녹시}-에톡시)-1-메틸-피페리딘; 1-(3-{4-[4-(4-클로로-페닐)-5-메틸-1H-이미다졸-2-일]-3-메틸-페녹시}-2-메틸-프로필)-4-메틸-피페라진; 2-[4-(4-클로로-페닐)-5-메틸-1H-이미다졸-2-일]-6-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘; 4-메틸-2-[3-(1-메틸-피페리딘-4-일)-프로폭시]-5-[5-메틸-4-(3- 트리플루오로메틸-페닐)-1H-이미다졸-2-일]-피리딘; 5-브로모-4-[4-(4-클로로-페닐)-5-메틸-1 H-이미다졸-2-일]-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘; 2,4-디메틸-1-{3-[4-(4-페닐-5-트리플루오로메틸-1H-이미다졸-2-일)-페녹시]-프로필}-피페라진; 1,2-디메틸-4-{3-[4-(4-페닐-5-트리플루오로메틸-1H-이미다졸-2-일)-페녹시]-프로필}-피페라진; 3-클로로-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-4-(4-페닐-5- 트리플루오로메틸-1H-이미다졸-2-일)-피리딘; 1-메틸-4-(4-{4-[5-메틸-4-(3-트리플루오로메틸-페닐)-1H-이미다졸-2-일]-피리딘-2-일옥시}-부틸)-[1,4]디아제판; 5-브로모-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-4-[5-메틸-4-(3-트리플루오로메틸-페닐)-1 H-이미다졸-2-일]-피리딘; 4-[4-(4-클로로-페닐)-5-트리플루오로메틸-1H-이미다졸-2-일]-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리미딘; 4-(3-{4-[5-시클로프로필메틸-4-(3-트리플루오로메틸-페닐)-1H-이미다졸-2-일]-3-메틸-페녹시)~프로필)-1-메틸-피페리딘; 1-{4-[4-(4-클로로-페닐)-5-메틸-1H-이미다졸-2-일]-3-메틸-페녹시}-3-(4-메틸-피페라진-1-일)-프로판-2-올; 4-(3-{3-클로로-4-[4-(4-클로로-페닐)-5-메틸-1H-이미다졸-2-일]-페녹시}-프로필)-피페리딘; 4-(3-{3-클로로-4-[4-(4-클로로-페닐)-5-메틸-1H-이미다졸-2-일]-페녹시}-프로필)-1-에틸-피페리딘; 4-(3-{3-클로로-4-[4-(4-클로로-페닐)-5-메틸-1H-이미다졸-2-일]-페녹시}-프로필)-1-이소프로필-피페리딘; 1-메틸-4-{3-[4-(4-페닐-5-트리플루오로메틸-1H-이미다졸-2-일)-나프탈렌-1-일옥시]-프로필}-피페리딘; 1-(4-메틸-피페라진-1-일)-3-{5-[5-메틸-4-(4-트리플루오로메틸-페닐)-1H- 이미다졸-2-일]-피리딘-2-일옥시}-프로판-1-온; 6-[4-(4-클로로-페닐)-5-메틸-1H-이미다졸-2-일]-3-플루오로-2-[4-(1-메틸-피페리딘-4-일)-부톡시]-피리딘; 1-메틸-4-(4-{3-메틸-6-[5-메틸-4-(3-트리플루오로메틸-페닐)-1H-이미다졸-2-일]-피리딘-2-일옥시}-부틸)-피페라진; 1-메틸-4-{3-[4-(5-메틸-4-티오펜-2-일-1H-이미다졸-2-일)-페녹시]-프로필}-피페리딘; 2-{3-[4-(1-메틸-피페리딘-4-일)-부톡시]-페닐}-3H-이미다조[4,5-b]피리딘; (5-클로로-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5-플루오로-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5-브로모-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5-메틸-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5,7-디플루오로-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (7-클로로-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5,7-디클로로-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (3,5-디클로로-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (6-클로로-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (1H-인돌-2-일)-(3-메틸-피페라진-1-일)-메탄온; (7-브로모-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; (5-브로모-벤조퓨란-2-일)-(4-메틸-피페라진-1-일)-메탄온; (1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄티온; [5-(5-플루오로-4-메틸-1H-벤조이미다졸-2-일)-4-메틸-피리미딘-2-일]-[3-(1-메틸-피페리딘-4-일)-프로필]-아민; 및 [5-(4,6-디메틸-1H-벤조이미다졸-2-일)-4-메틸-피리미딘-2-일]-[3-(1-메틸-피페리딘-4-일)-프로필]-아민 및 약학적으로 허용가능한 그의 염.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 Wㅒ2009/079001에 설명된 것들로부터 선택된다: 5-플루오로-4-메틸-2-{4-메틸-1-[3-(1-메틸-피페리딘-4-일)-프로필]-2,3-디히드로-1H-인돌-5-일}-1H-벤조이미다졸; 4,5-디메틸-2-{4-메틸-1-[3-(1-메틸-피페리딘-4-일)-프로필]-2,3-디히드로-1H-인돌-5-일}-1H-벤조이미다졸; 2-{4-클로로-1-[3-(1-메틸-피페리딘-4-일)-프로필]-2,3-디히드로-1H-인돌-5-일}-4,6-디메틸-1H-벤조이미다졸; 2-{4-클로로-1-[3-(1-메틸-피페리딘-4-일)-프로필]-2,3-디히드로-1H-인돌-5-일}-5-플루오로-4-메틸-1H-벤조이미다졸; 2-{4-클로로-1-[3-(1-메틸-피페리딘-4-일)-프로필]-2,3-디히드로-1H-인돌-5-일}-1H-벤조이미다졸-5-카르복실산 메틸 에스테르; 5-플루오로-2-{4-플루오로-1-[3-(1-메틸-피페리딘-4-일)-프로필]-2,3-디히드로-1H-인돌-5-일}-4-메틸-1H-벤조이미다졸; 5-플루오로-4-메틸-2-{4-메틸-1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-인돌-5-일}-1H-벤조이미다졸; 2-{4-클로로-1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-인돌-5-일}-5-플루오로-4-메틸-1H-벤조이미다졸; 2-{4-클로로-1-[3-(1-메틸-pipehdin-4-일)-프로필]-1H-인돌-5-일}-4,6-디메틸-1H-벤조이미다졸; 5-클로로-2-{4-메틸-1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-인돌-5-일}-1H-벤조이미다졸; 5-플루오로-4-메틸-2-{1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-인돌-5-일}-1H-벤조이미다졸; 4-메틸-2-{1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-인돌-5-일}-1H-벤조이미다졸; 5-플루오로-4-메틸-2-{1-[3-(4-메틸-피페라진-1-일)-프로필]-1H-인돌-5-일}-1H-벤조이미다졸; 2-{2,3-디메틸-1 -[3-(1-메틸-피페리딘-4-일)-프로필]-1H-인돌-5-일}-4,6-디메틸-1H-벤조이미다졸; 2-{2,3-디메틸-1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-인돌-5-일}-5-플루오로-4-메틸-1H-벤조이미다졸; 5-플루오로-4-메틸-2-{1 -[4-(1 -메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-1H-벤조이미다졸; 4-클로로-2-{1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-1 H-벤조이미다졸; 2-{1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-5-트리플루오로메틸-1H-벤조이미다졸; 6-{1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-5H-[1,3]디옥솔로[4',5':4,5]벤조[1,2-d]-이미다졸; (2-{1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-1H-벤조이미다졸-5-일)-페닐-메탄온; 2-{1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-1H-나프토[2,3-d]이미다졸; 6-클로로-4-메틸-2-{1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-1H-벤조이미다졸; 4-메틸-2-{1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-1H-벤조이미다졸; 5-3차-부틸-2-{1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-1H-벤조이미다졸; 4,6-디메틸-2-{1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-6-일}-1H-벤조이미다졸; 5-플루오로-4-메틸-2-{1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-6-일}-1H-벤조이미다졸; 4-메틸-2-{1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-6-일}-1H-벤조이미다졸; 5-3차-부틸-2-{3-클로로-1 -[3-(1-메틸-피페리딘-4-일)-프로필]-1H-인돌-5-일}-1H-벤조이미다졸; 6-클로로-2-{3-클로로-1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-인돌-5-일}-4-메틸-1H-벤조이미다졸; 2-{3-클로로-1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-5-트리플루오로메틸-1H-벤조이미다졸; 2-{3-클로로-1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-5-플루오로-4-메틸-1H-벤조이미다졸; 2-{3-클로로-1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-5,6-디플루오로-1H-벤조이미다졸; 5-플루오로-4-메틸-2-[1-(3-피페라진-1-일-프로필)-1H-인돌-5-일]-1H-벤조이미다졸; 5-3차-부틸-2-[3-클로로-1-(3-피페리딘-4-일-프로필)-1H-인돌-5-일]-1H-벤조이미다졸; 5-플루오로-4-메틸-2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-1H-벤조이미다졸; 4-클로로-2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-1H-벤조이미다졸; 4,6-디메틸-2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-6-일]-1H-벤조이미다졸; 5-플루오로-4-메틸-2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-6-일]-1H-벤조이미다졸; [5-(5-3차-부틸-1H-벤조이미다졸-2-일)-1-(4-피페리딘-4-일-부틸)-1H-인돌-3-일메틸]-디메틸-아민; 5-플루오로-4-메틸-1'-[3-(1-메틸-피페리딘-4-일)-프로필]-1H,1'H-[2,5']비벤조이미다졸릴; 5-플루오로-4-메틸-3'-[3-(1-메틸-피페리딘-4-일)-프로필]-1H,3H-[2,5']비벤조이미다졸릴; 4-메틸-1'-[4-(1-메틸-피페리딘-4-일)-부틸]-1 H,1'H-[2,5']비벤조이미다졸릴; 4-메틸-3l-[4-(1-메틸-피페리딘-4-일)-부틸]-1H,3'H-[2,5']비벤조이미다졸릴; 5-플루오로-4-메틸-1'-[4-(1-메틸-피페리딘-4-일)-부틸]-1H,1'H-[2,5']비벤조이미다졸릴; 5-플루오로-4-메틸-3'-[4-(1-메틸-피페리딘-4-일)-부틸]-1H,3'H-[2,5']비벤조이미다졸릴; 5-플루오로-4-메틸-2-{1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-피롤로[2,3-b]피리딘-5-일}-1H-벤조이미다졸; 4,5-디메틸-2-{1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-피롤로[2,3-b]피리딘-5-일}-1H-벤조이미다졸; 2-{6-클로로-1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-인돌-5-일}-4,6-디플루오로-1H-벤조이미다졸; 2-[6-클로로-1-(3-피페리딘-4-일-프로필)-1H-인돌-5-일]-5-플루오로-4-메틸-1H-벤조이미다졸; 2-{6-클로로-1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-인돌-5-일}-5-플루오로-4-메틸-1H-벤조이미다졸; 5-플루오로-4,4'-디메틸-1'-[3-(1-메틸-피페리딘-4-일)-프로필]-1H,1'H-[2,5']비벤조이미다졸릴; 5,4'-트리메틸-1'[3-(1-메틸-피페리딘-4-일)-프로필]-1H,1'H-[2,5']비벤조이미다졸릴; 4,4'-디메틸-1'-[3-(1-메틸-피페리딘-4-일)-프로필]-1H,1'H-[2,5']비벤조이미다졸릴; 5-클로로-4,4'-디메틸-1'-[3-(1-메틸-피페리딘-4-일)-프로필]-1H,1'H-[2,5']비벤조이미다졸릴; 6-플루오로-4,4'-디메틸-1'-[3-(1-메틸-피페리딘-4-일)-프로필]-1H,1'H-[2,5']비벤조이미다졸릴; 4,5-디메틸-2-[1-(3-피페리딘-4-일-프로필)-2,3-디히드로-1H-인돌-5-일]-1H-벤조이미다졸; 4,6-디메틸-2-{4-메틸-1-[3-(1-메틸-피페리딘-4-일)-프로필]-2,3-디히드로-1H-인돌-5-일}-1H-벤조이미다졸; 5-클로로-2-{4-메틸-1-[3-(1-메틸-피페리딘-4-일)-프로필]-2,3-디히드로-1H-인돌-5-일}-1H-벤조이미다졸; 6-플루오로-4-메틸-2-{4-메틸-1-[3-(1-메틸-피페리딘-4-일)-프로필]-2,3-디히드로-1H-인돌-5-일}-1H-벤조이미다졸; 2-메틸-7-{4-메틸-1-[3-(1-메틸-피페리딘-4-일)-프로필]-2,3-디히드로-1H-인돌-5-일}-6H-이미다조{4',5':3,4]벤조[2,1-d]티아졸; 4,6-디메틸-2-{4-메틸-1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-인돌-5-일}-1H-벤조이미다졸; 4,5-디메틸-2-[1-(3-피페라진-1-일-프로필)-1H-인돌-5-일]-1H-벤조이미다졸; 5-3차-부틸-2-[1-(3-피페라진-1-일-프로필)-1H-인돌-5-일]-1H-벤조이미다졸; 5-클로로-2-[1-(3-피페라진-1-일-프로필)-1H-인돌-5-일]-1H-벤조이미다졸; 5-클로로-2-{1-[3-(4-메틸-피페라진-1-일)-프로필]-1H-인돌-5-일}-1H- 벤조이미다졸; 4-메틸-2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-1H-벤조이미다졸; 5,6-디플루오로-2-{1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-1H-벤조이미다졸; 5-클로로-2-{1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-1H-벤조이미다졸; 5-플루오로-2-{1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-1H-벤조이미다졸; 4,6-디플루오로-2-{1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-1H-벤조이미다졸; 2-{1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-1H-나프토[1,2-d]이미다졸; (2-{3-클로로-1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-3H-벤조이미다졸-4-일)-페닐-메탄온; 2-[3-클로로-1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-4,5-디메틸-1H- 벤조이미다졸; 2-{3-클로로-1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-4,5-디메틸-1H-벤조이미다졸; 2-{3-클로로-1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-4,5-디플루오로-1H-벤조이미다졸; 6-[1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-5H-[1.3디옥솔로[4',5':4,5]-벤조[1,2-d]이미다졸; 페닐-{2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-1H-벤조이미다졸-5-일}-메탄온; 4,5-디메틸-2-{1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-1H-벤조이미다졸; 1-[3-(4-메틸-피페라진-1-일)-프로필]-5-[5-메틸-4-(3-트리플루오로메틸-페닐)-1H-이미다졸-2-일]-1H-인돌; 5-[4-(4-클로로-페닐)-5-메틸-1H-이미다졸-2-일]-1-[3-(4-메틸-피페라진-1-일)-프로필]-1H-인돌; 4-메틸-1-[3-(1-메틸-피페리딘-4-일)-프로필]-5-(4-메틸-5-프로필-1H-이미다졸-2-일)-1H-벤조이미다졸; 4-메틸-1-[3-(1-메틸-피페리딘-4-일)-프로필]-5-[4-메틸-5-(4-트리플루오로메틸-페닐)-1H-이미다졸-2-일]-1H-벤조이미다졸; 5-[5-(3,5-디클로로-페닐)-4-메틸-1H-이미다졸-2-일]-4-메틸-1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-벤조이미다졸; 4-메틸-1-[3-(1-메틸-피페리딘-4-일)-프로필]-5-(5-페닐-4-트리플루오로메틸-1H-이미다졸-2-일)-1H-벤조이미다졸; 5-[5-(4-클로로-페닐)-4-p-톨릴-1H-이미다졸-2-일]-4-메틸-1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-벤조이미다졸; {5-(5-플루오로-4-메틸-1H-벤조이미다졸-2-일)-1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-인돌-3-일메틸}-디메틸-아민; 2-[3-클로로-1-(3-피페리딘-4-일-프로필)-1H-인돌-5-일]-5-플루오로-4-메틸-1H-벤조이미다졸; 2-{3-클로로-1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-인돌-5-일}-5-플루오로-4-메틸-1H-벤조이미다졸; 2-[2,3-디메틸-1-(3-피페리딘-4-일-프로필)-1H-인돌-5-일]-4,6-디메틸-1H-벤조이미다졸; 2-[2,3-디메틸-1-(3-피페리딘-4-일-프로필)-1H-인돌-5-일]-5-플루오로-4-메틸-1H-벤조이미다졸; 5-플루오로-4-메틸-2-[1-(3-피페리딘-4-일-프로필)-1H-피롤로[2,3-b]피리딘-5-일]-1H-벤조이미다졸; 5-3차-부틸-2-{1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-피롤로[2,3-b]피리딘-5-일}-1H-벤조이미다졸; 5-플루오로-4-메틸-2-[1-(3-피페리딘-4-일-프로필)-2,3-디히드로-1H-인돌-5-일]-1H- 벤조이미다졸; 5-클로로-2-[1-(3-피페리딘-4-일-프로필)-2,3-디히드로-1H-인돌-5-일]-1H- 벤조이미다졸; 4-메틸-2-[1-(3-피페리딘-4-일-프로필)-2,3-디히드로-1H-인돌-5-일]-1H- 벤조이미다졸; 5-플루오로-4-메틸-2-{1-[3-(1-메틸-피페리딘-4-일)-프로필]-2,3-디히드로-1H-인돌-5-일}-1H-벤조이미다졸; 5-클로로-2-{1-[3-(1-메틸-피페리딘-4-일)-프로필]-2,3-디히드로-1H-인돌-5-일}-1H-벤조이미다졸; 4-메틸-2-{1-[3-(1-메틸-피페리딘-4-일)-프로필]-2,3-디히드로-1H-인돌-5-일}-1H-벤조이미다졸; 2-[6-클로로-1-(3-피페리딘-4-일-프로필)-1 H-인돌-5-일]-4,6-디플루오로-1H-벤조이미다졸; 2-[6-클로로-1-(3-피페리딘-4-일-프로필)-1 H-인돌-5-일]-4,5-디메틸-1H- 벤조이미다졸; 5-클로로-2-[6-클로로-1-(3-피페리딘-4-일-프로필)-1H-인돌-5-일]-1H-벤조이미다졸; 5-클로로-2-{6-클로로-1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-인돌-5-일}-1H-벤조이미다졸; 2-{6-클로로-1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-인돌-5-일}-4,5-디메틸-1H-벤조이미다졸; 6-클로로-4-메틸-2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-1H-벤조이미다졸; 5-3차-부틸-2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-1H-벤조이미다졸; 6,7-디메틸-2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-1H-벤조이미다졸; 4-메틸-2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-6-일]-1H-벤조이미다졸; 6-클로로-4-메틸-2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-6-일]-1H-벤조이미다졸; 5-3차-부틸-2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-6-일]-1H-벤조이미다졸; 4,5-디플루오로-2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-1H-벤조이미다졸; 4,4'-디메틸-1'-(3-피페리딘-4-일-프로필)-1H,1'H-[2,5l]비벤조이미다졸릴; 6-플루오로-4,4'-디메틸-1'-(3-피페리딘-4-일-프로필)-1H,1'H-[2,5']비벤조이미다졸릴; 5-클로로-4,4'-디메틸-1'-(3-피페리딘-4-일-프로필)-1H,1'H-[2,5']비벤조이미다졸릴; 5-플루오로-4,4'-디메틸-1'-(3-피페리딘-4-일-프로필)-1H,1'H-[2,5']비벤조이미다졸릴; 5-플루오로-2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-1H-벤조이미다졸; 4,6-디플루오로-2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-1H-벤조이미다졸; 4-메틸-1'-(4-피페리딘-4-일-부틸)-1H,1'H-[2,5']비벤조이미다졸릴; 4,5-디메틸-1'-(4-피페리딘-4-일-부틸)-1H,1'H-[2,5']비벤조이미다졸릴; 5-플루오로-1'-(4-피페리딘-4-일-부틸)-1H,1'H-[2,4']비벤조이미다졸릴; 5-플루오로-1'-[4-(1-메틸-피페리딘-4-일)-부틸]-1H,1'H-[2,4']비벤조이미다졸릴; 4,5-디메틸-1'-[4-(1-메틸-피페리딘-4-일)-부틸]-1H,1'H-[2,5']비벤조이미다졸릴; 4-메틸-3'-(4-피페리딘-4-일-부틸)-1H,3H-[2,5']비벤조이미다졸릴; 4,5-디메틸-3'-(4-피페리딘-4-일-부틸)-1H,3H-[2,5']비벤조이미다졸릴; 5-플루오로-3'-(4-피페리딘-4-일-부틸)-1H,3H-[2,5']비벤조이미다졸릴; 4,5-디메틸-3'-[4-(1-메틸-피페리딘-4-일)-부틸]-1H,3H-[2,5']비벤조이미다졸릴; 5-플루오로-3'-[4-(1-메틸-피페리딘-4-일)-부틸]-1H,3H- [2,5']비벤조이미다졸릴; 2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-1H-나프토[2,3-d]이미다졸; 2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-1H-나프토[1,2-d]이미다졸; {2-[3-클로로-1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-1H-벤조이미다졸-5-일}-페닐-메탄온; 2-[3-클로로-1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-5-트리플루오로메틸-1H- 벤조이미다졸; 2-[3-클로로-1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-5,6-디플루오로-1H- 벤조이미다졸; 2-[3-클로로-1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-4,5-디플루오로-1H- 벤조이미다졸; 2-[3-클로로-1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-5-플루오로-4-메틸-1H-벤조이미다졸; 7-[3-클로로-1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-2-메틸-8H-2-[3-클로로-1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-3H-벤조이미다졸-5-카르복실산 메틸 에스테르; 2-{3-클로로-1-[4-(1-메틸-피페리딘-4-일)-부틸]-1H-인돌-4-일}-3H-벤조이미다졸-5-카르복실산 메틸 에스테르; 4,5,4'-트리메틸-1'-(3-피페리딘-4-일-프로필)-1'H,1H-[2,5']비벤조이미다졸릴; 4,6-디메틸-2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-1H-벤조이미다졸; 6-클로로-2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-1H-벤조이미다졸; 2-[1-(4-피페리딘-4-일-부틸)-1H-인돌-4-일]-6-트리플루오로메틸-1H-벤조이미다졸; 4-메틸-1-[3-(1-메틸-피페리딘-4-일)-프로필]-5-[4-메틸-5-(4-트리플루오로메틸-페닐)-1H-이미다졸-2-일]-1H-벤조이미다졸; 5-[5-(4-메톡시-페닐)-4-메틸-1H-이미다졸-2-일]-4-메틸-1-[3-(1-메틸-피페리딘-4-일)-프로필]-1H-벤조이미다졸; 및 약학적으로 '허용가능한 그의 염, 전구약물 및 활성 대사산물.
또 다른 특정 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2009/038673에 설명된 것들 중에서 선택된다: 4-(4-메틸-피페라진-1-일)-티에노[3,2-d]피리미딘-2-일아민; 4-(4-메틸-피페라진-1-일)-6,7,8,9-테트라히드로-벤조[4,5]티에노[3,2-d]피리미딘-2- 일아민; 4-피페라진-1-일-6,7,8,9-테트라히드로-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; 4-[(3aR,6aR)-헥사히드로피롤로[3,4-b]피롤-5(1H)-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-(4-메틸-피페라진-1-일)-6,7,8,9-테트라히드로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-피페라진-1-일-6,7,8,9-테트라히드로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-[(3aR,6aR)-헥사히드로피롤로[3,4-b]피롤-5(1H)-일]-6,7,8,9- 테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-(4-메틸-피페라진-1-일)-6,7,8,9-테트라히드로-벤조[4,5]퓨로[3,2-d]피리미딘; 4-피페라진-1-일-6,7,8,9-테트라히드로-벤조[4,5]퓨로[3,2-d]피리미딘; 4-(4-메틸-피페라진-1-일)-6,7,8,9-테트라히드로-벤조[4,5]티에노[3,2-d]피리미딘; 4-피페라진-1-일-6,7,8,9-테트라히드로-벤조[4,5]티에노[3,2-d]피리미딘; 7-메틸-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]티에노[3,2-d]피리미딘-2-아민; 7-메틸-4-(4-메틸피페라진-1-일)티에노[3,2-d]피리미딘-2-아민; 7-브로모-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]티에노[3,2-d]피리미딘-2-아민; 6-3차-부틸-4-(4-메틸피페라진-1-일)티에노[3,2-d]피리미딘-2-아민; 6-3차-부틸-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]티에노[3,2-d]피리미딘-2-아민; 6-3차-부틸-4-피페라진-1-일티에노[3,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-6-3차-부틸티에노[3,2-d]피리미딘-2-아민; 6-3차-부틸-4-(옥타히드로-6H-피롤로[3,4-b]피리딘-6-일)티에노[3,2-d]피리미딘-2-아민; 4-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-6,7,8,9-테트라히드로[1]벤조퓨로[3,2- d]피리미딘-2-아민; 4-(1,4-디아제판-1-일)-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-(3-아미노아제티딘-1-일)-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; N4-(2-아미노에틸)-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2,4-디아민; 4-(3,8-디아자비시클로[3.2.1]옥트-3-일)6,7,8,9-테트라히드로[1]벤조퓨로[3,2d]피리미딘-2-아민; N-(6,7,8,9-테트라히드로[1]벤조퓨로[3,2d]피리미딘-4-일)에탄-1,2-디아민; (3R)-N-메틸-1-(6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-4-일)피롤리딘-3-아민; N-(6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-4-일)에탄-1,2-디아민; (3R)-N-메틸-1-(6,7,8,9-테트라히드로tilbenzo티에노[3,2d]피리미딘-4-일)피롤리딘-3-아민; 4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-헥사히드로피롤로[3,4-c]피롤-2(1H)-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[(3S)-3-아미노피페리딘-1-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[(1 S,4S)-2,5-디아자비시클로[2.2.1]헵트-2-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[(1R,4R)-2,5-디아자비시클로[2.2.1]헵트-2-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-(1,4-디아제판-1-일)-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; (3S,4S)-1-(2-아미노-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-4-일)-4-(메틸아미노)피롤리딘-3-올; 4-[(3R)-3-(디메틸아미노)피롤리딘-1-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[(3R)-3-(에틸아미노)피롤리딘-1-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2- d]피리미딘-2-아민; 4-[(3R)-3-(아미노메틸)피롤리딘-1-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-(3-아미노아제티딘-1-일)-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 8-메틸-4-(4-메틸피페라진-1-일)-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 8-메틸-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 8-메틸-4-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-(4-메틸피페라진-1 -일)-7,8,9,10-테트라히드로-6H-시클로헵타[4,5]티에노[3,2-d]피리미딘-2-아민; 4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-7,8,9,10-테트라히드로-6H-시클로헵타[4,5]티에노[3,2-d]피리미딘-2-아민; 4-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-7,8,9,10-테트라히드로-6H-시클로헵타[4,5]티에노[3,2-d]피리미딘-2-아민; 4-[4-(2-아미노에틸)피페라진-1-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[4-(1-메틸에틸)피페라진-1-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-(4-에틸피페라진-1-일)-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2- 아민; 4-(헥사히드로피롤로[1,2-a]피라진-2(1H)-일)-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-(옥타히드로-2H-피리도[1,2-a]피라진-2-일)-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-(5,6-디히드로[1,2,4]triazolo[4,3-a]피라진-7(8H)-일)-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[(3S)-3-(메틸아미노)피롤리딘-1-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 8,8-디플루오로-4-(4-메틸피페라진-1-일)-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 8,8-디플루오로-4-피페라진-1-일-6,7,8,9-테트라히드로틸벤조티에노[3,2d]피리미딘-2-아민; 8,8-디플루오로-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-(3,8-디아자-비시클로[3.2.1]옥트-3-일)-8-메톡시-6,7,8,9-테트라히드로- 벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; 8-3차-부틸-4-(4-메틸-피페라진-1-일)-6,7,8,9-테트라히드로-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; 4-[1,4]디아제판-1-일-8-트리플루오로메틸-6,7,8,9-테트라히드로-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; 4-(3(S)-아미노-피롤리딘-1-일)-8-3차-부틸-6,7,8,9-테트라히드로-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; 4-(3,8-디아자비시클로[3.2.1]옥트-3-일)-8-메틸-6,7,8,9-테트라히드로[1]벤조퓨로[3,2- d]피리미딘-2-아민; 8-3차-부틸-4-(3,8-디아자비시클로[3.2.1]옥트-3-일)-6,7,8,9- 테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 8-메톡시-4-(4-메틸피페라진-1-일)-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[3-(아미노메틸)아제티딘-1-일]-8-3차-부틸-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-(3,4-디아자비시클로[3.2.1]옥트-3-일)-8-메틸-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-8-메톡시-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-피페라진-1-일-8-(트리플루오로메틸)-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-(4-메틸피페라진-1-일)-8-(트리플루오로메틸)-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-3차-부틸-4-(4-메틸피페라진-1-일)-6,7,8,9-테트라히드로[1]벤조퓨로[3,2- d]피리미딘-2-아민; 8-메틸-4-피페라진-1-일-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-메틸-4-(4-메틸피페라진-1-일)-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 6,6-디메틸-4-(4-메틸피페라진-1-일)-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-(1,4-디아제판-1-일)-8-메톡시-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 8-3차-부틸-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-8-(트리플루오로메틸)-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-[(3S)-3-아미노피롤리딘-1-일]-8-메톡시-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 8-메톡시-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-8-(트리플루오로메틸)-6,7,8,9- 테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-8-(트리플루오로메틸)-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-[(3S)-3-아미노피롤리딘-1-일]-8-(트리플루오로메틸)-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-8-메틸-6,7,8,9-테트라히드로[1]벤조티에노[3,2- d]피리미딘-2-아민; 4-[(3S)-3-아미노피롤리딘-1-일]-8-메틸-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[3-(아미노메틸)아제티딘-1-일]-8-메톡시-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[(3S)-3-아미노피롤리딘-1-일]-6,6-디메틸-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-6,6-디메틸-6,7,8,9-테트라히드로[1]벤조퓨로[3,2- d]피리미딘-2-아민; 6,6-디메틸-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-6,7,8,9- 테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-[3-(아미노메틸)아제티딘-1-일]-6,6-디메틸-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 6,6-디메틸-4-[(3aR,6aS)-5-메틸헥사히드로피롤로[3,4-c]피롤-2(1H)-일]-6,7,8,9-테트라히드[1]벤조티에노[3,2-d]피리미딘-2-아민; 8-3차-부틸-4-[(3aR,6aS)-5-메틸헥사히드로피롤로[3,4-c]피롤-2(1H)-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[(3aR,6aS)-5-메틸헥사히드로피롤로[3,4-c]피롤-2(1H)-일]-8-(트리플루오로메틸)-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-메톡시-4-[(3aR,6aS)-5-메틸헥사히드로피롤로[3,4-c]피롤-2(1H)-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[(3aR,6aS)-5-메틸헥사히드로피롤로[3,4-c]피롤-2(1H)-일]-8-(트리플루오로메틸)-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-메틸-4-[(3ar,6aS)-5-메틸헥사히드로피롤[3,4-c]피롤-2(1H)-일]-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-(1,4-디아제판-1-일)-6,6-디메틸-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 6,6-디메틸-4-피페라진-1-일-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 6,6-디메틸-4-(4-메틸피페라진-1-일)-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; N4-(2-아미노에틸)-N4,6,6-트리메틸-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2,4-디아민; N4-(2-아미노에틸)-N4,6,6-트리메틸-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2,4-디아민; N4-(2-아미노에틸)-8-메톡시-N4-메틸-6,7,8,9-테트라히드로[1]벤조티에노[3,2- d]피리미딘-2,4-디아민; N4-(2-아미노에틸)-8-메톡시-N4-메틸-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2,4-디아민; N4-(2-아미노에틸)-8-3차-부틸-N4-메틸-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2,4-디아민; N4-(2-아미노에틸)-8-3차-부틸-N4-메틸-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-]피리미딘-2,4-디아민; N4-(2-아미노에틸)-N4-메틸-8-(트리플루오로메틸)-6,7,8,9- 테트라히드로[1]벤조티에노[3,2-d]피리미딘-2,4-디아민; N4-(2-아미노에틸)-N4-메틸-8-(트리플루오로메틸)-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2,4-디아민; N4-(2-아미노에틸)-N4,8-디메틸-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2,4-디아민; N4-(2-아미노에틸)-N4,8-디메틸-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2,4-디아민; 8,8-디플루오로-4-[(3S)-3-(메틸아미노)피롤리딘-1-일]-6,7,8,9- 테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-8,8-디플루오로-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-(1,4-디아제판-1-일)-8,8-디플루오로-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; N4-(2-아미노에틸)-8,8-디플루오로-N4-메틸-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2,4-디아민; 8,8-디플루오로-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-6,7,8,9- 테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-8,8-디플루오로-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8,8-디플루오로-4-피페라진-1-일-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-[(3S)-3-아미노피롤리딘-1-일]-8,8-디플루오로-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-(3-아미노아제티딘-1-일)-8,8-디플루오로-6,7,8,9-테트라히드로[1]벤조티에노[3,2- d]피리미딘-2-아민; 8,8-디플루오로-4-[(3S)-3-(메틸아미노)피롤리딘-1-일]-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8,8-디플루오로-4-(4-메틸피페라진-1-일)-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-((R,R)-옥타히드로피롤로[3,4-b]피리딘-6-일)-8,8-디플루오로-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; N4-(2-아미노에틸)-8,8-디플루오로-N4-메틸-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2,4-디아민; 4-[(3S)-3-아미노피롤리딘-1-일]-8,8-디플루오로-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-(3-아미노아제티딘-1-일)-8,8-디플루오로-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; N4-(2-아미노에틸)-8,8-디플루오로-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2,4-디아민; 8,8-디플루오로-4-[(3aR,6aS)-헥사히드로피롤로[3,4-c]피롤-2(1H)-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-(1,4-디아제판-1-일)-8,8-디플루오로-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8,8-디메틸-4-(4-메틸피페라진-1-일)-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-(1,4-디아제판-1-일)-8,8-디메틸-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; N4-(2-아미노에틸)-N4,8,8-트리메틸-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2,4-디아민; 8,8-디메틸-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 8,8-디메틸-4-[(3S)-3-(메틸아미노)피롤리딘-1-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-8,8-디메틸-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 8,8-디메틸-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-6,7,8,9- 테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-(4-메틸피페라진-1-일)-8-(트리플루오로메틸)-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-8-3차-부틸-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 8-메틸-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-8-(트리플루오로메틸)-6,7,8,9- 테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 8-3차-부틸-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[3-(아미노메틸)아제티딘-1-일]-8-메틸-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-8-메틸-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-(1,4-디아제판-1-일)-8-메틸-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2- 아민; 8-메틸-4-피페라진-1-일-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-(3,8-디아자비시클로[3.2.1]옥트-3-일)-8-(트리플루오로메틸)-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-피페라진-1-일-8-(트리플루오로메틸)-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-(1,4-디아제판-1-일)-8-메틸-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 8-메톡시-4-피페라진-1-일-6,7,8,9-테트라히드로[1]벤조티에노[3,2-d]피리미딘-2-아민; 4-(3,8-디아자비시클로[3.2.1]옥트-3-일)-6,6-디메틸-6,7,8,9-테트라히드로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 및 약학적으로 허용가능한 그의 염, 전구약물 및 활성 대사산물.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2008/100565에 기재된 것들로부터 선택된다: 4-시클로펜틸-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; 4-시클로펜틸-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; (R)-4-(3-아미노-피페리딘-1-일)-6-시클로펜틸-피리미딘-2-일아민; (R)-4-시클로펜틸-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; 트랜스-1-(2-아미노-6-시클로펜틸-피리미딘-4-일)-4-메틸아미노-피롤리딘-3-올; 4-시클로펜틸-6-(시스-헥사히드로-피롤로[3,4-b]피롤-5-일)-피리미딘-2-일아민; 4-시클로펜틸-6-(시스-옥타히드로-피롤로[3,4-b]피리딘-6-일)-피리미딘-2-일아민; 4-이소프로필-6-피페라진-1-일-피리미딘-2-일아민; (R)-4-(3-아미노-피페리딘-1-일)-6-이소프로필-피리미딘-2-일아민; (S)-4-(3-아미노-피페리딘-1-일)-6-이소프로필-피리미딘-2-일아민; (R)-4-이소프로필-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-이소프로필-피리미딘-2-일아민; 트랜스-1-(2-아미노-6-이소프로필-피리미딘-4-일)-4-메틸아미노-피롤리딘-3-올.; (S,S)-4-(2,5-디아자-비시클로[2.2.1]헵트-2-일)-6-이소프로필-피리미딘-2-일아민; (R;R)-4-(2,5-디아자-비시클로[2.2.1]헵트-2-일)-6-이소프로필-피리미딘-2-일아민; 4-(시스-헥사히드로-피롤로[3,4-b]피롤-5-일)-6-이소프로필-피리미딘-2-일아민; (R,R)-4-(헥사히드로-피롤로[3,4-b]피롤-5-일)-6-이소프로필-피리미딘-2-일아민; 4-이소프로필-6-(시스-5-메틸-헥사히드로-피롤로[3,4-c]피롤-2-일)-피리미딘-2-일아민; 4-이소프로필-6-(시스-옥타히드로-피롤로[3,4-b]피리딘-6-일)-피리미딘-2-일아민; (R,R)-4-이소프로필-6-(시스-옥타히드로-피롤로[3,4-b]피리딘-6-일)-피리미딘-2-일아민; (R)-4-메틸-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; 4-메틸-6-(시스-옥타히드로-피롤로[3,4-b]피리딘-6-일)-피리미딘-2-일아민; 4,5-디메틸-6-피페라진-1-일-피리미딘-2-일아민; 4,5-디메틸-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-5,6-디메틸-피리미딘-2-일아민; (R)-4,5-디메틸-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; 4-(시스-헥사히드로-피롤로[3,4-b]피롤-5-일)-5,6-디메틸-피리미딘-2-일아민; 4,5-디메틸-6-(시스-5-메틸-헥사히드로-피롤로[3,4-c]피롤-2-일)-피리미딘-2-일아민; 4,5-디메틸-6-(시스-옥타히드로-피롤로[3,4-b]피리딘-6-일)-피리미딘-2-일아민; (S,S)-4-(2,5-디아자-비시클로[2.2.1]헵트-2-일)-5,6-디메틸-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-에틸-피리미딘-2-일아민; (R)-4-에틸-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; (R,R)-(4-에틸-6-헥사히드로-피롤로[3,4-b]피롤-5-일)-피리미딘-2-일아민; 4-에틸-6-(c/s-헥사히드로-피롤로[3,4-c]피롤-2-일)-피리미딘-2-일아민; (R,R)-(4-에틸-6-옥타히드로-피롤로[3,4-b]피리딘-6-일)-피리미딘-2-일아민; 4-시클로프로필-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; (R)-4-시클로프로필-6-3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; 4-시클로프로필-6-(시스-옥타히드로-피롤로[3,4-b]피리딘-6-일)-피리미딘-2-일아민; 4-시클로부틸-6-피페라진-1-일-피리미딘-2-일아민; 4-시클로부틸-6-(4-메틸-피페라진-1 -일)-피리미딘-2-일아민; (R)-4-(3-아미노-피페리딘-1-일)-6-시클로부틸-피리미딘-2-일아민; (R)-4-시클로부틸-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; 4-시클로부틸-6-(시스-헥사히드로-피롤로[3,4-b]피롤-5-일)-피리미딘-2-일아민; 4-시클로부틸-6-(시스-헥사히드로-피롤로[3,4-c]피롤-2-일)-피리미딘-2-일아민; 4-시클로부틸-6-(시스-5-메틸-헥사히드로-피롤로[3,4-c]피롤-2-일)-피리미딘-2-일아민; 4-시클로부틸-6-(시스-옥타히드로-피롤로[3,4-b]피리딘-6-일)-피리미딘-2-일아민; (R,R)-(4-시클로부틸-6-시스-옥타히드로-피롤로[3,4-b]피리딘-6-일)-피리미딘-2-일아민; 4-시클로헥실-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; (R)-(4-시클로헥실-6-3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; 4-시클로헥실-6-(시스-헥사히드로-피롤로[3,4-b]피롤-5-일)-피리미딘-2-일아민; (R,R)-4-시클로헥실-6-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-피리미딘-2-일아민; 4-피페라진-1-일-6-(테트라히드로-퓨란-3-일)-피리미딘-2-일아민; 4-(4-메틸-피페라진-1-일)-6-(테트라히드로-퓨란-3-일)-피리미딘-2-일아민; 4-피페라진-1-일-6-(테트라히드로-피란-4-일)-피리미딘-2-일아민; 4-(4-메틸-피페라진-1-일)-6-(테트라히드로-피란-4-일)-피리미딘-2-일아민; (R)-4-(3-메틸아미노-피롤리딘-1-일)-6-(테트라히드로-피란-4-일)-피리미딘-2-일아민; (R,R)-4-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-6-(테트라히드로-피란-4-일)-피리미딘-2-일아민; 4-벤질-6-피페라진-1-일-피리미딘-2-일아민; 4-벤질-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; (R)-벤질-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; (R,R)-4-벤질-6-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-피리미딘-2-일아민; 4-(4-메틸-피페라진-1-일)-5,6,7,8-테트라히드로-퀴나졸린-2-일아민; 4-(4-피페라진-1-일)-5,6,7,8-테트라히드로-퀴나졸린-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-5,6,7,8-테트라히드로-퀴나졸린-2-일아민; (R)-4-(3-메틸아미노-피롤리딘-1-일)-5,6,7,8-테트라히드로-퀴나졸린-2-일아민; (R,R)-4-(헥사히드로-피롤로[3,4-b]피롤-5-일)-5A7,8-테트라히드로-퀴나졸린-2-일아민; 4-(시스-옥타히드로-피롤로[3,4-b]피리딘-6-일)-5,6,7,8-테트라히드로-퀴나졸린-2-일아민; (R,R)-4-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-5,6,7,8-테트라히드로-퀴나졸린-2-일아민; (S,S)-4-(2,5-디아자-비시클로[2.2.1]헵트-2-일)-5,6,7,8-테트라히드로-퀴나졸린-2-일아민; 4-(4-메틸-피페라진-1-일)-6,7-디히드로-5H-시클로펜타피리미딘-2-일아민; (R,R)-4-(4-메틸아미노-피롤리딘-1-일-6,7-디히드로 -5H-시클로펜타피리미딘-2-일아민; 4-3차-부틸-6-피페라진-1-일-피리미딘-2-일아민; 4-3차-부틸-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; (R)-4-3차-부틸-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; (R,R)-4-3차-부틸-6-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-시클로펜틸-피리미딘-2-일아민; (R,R)-4-시클로펜틸-6-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-피리미딘-2-일아민; 4-시클로펜틸-6-(시스-5-메틸-헥사히드로-피롤로[3,4-c]피롤-2-일)-피리미딘-2-일아민; (R,R)-4-시클로펜틸-6-(헥사히드로-피롤로[3,4-b]피롤-5-일)-피리미딘-2-일아민; 4-시클로펜틸-6-(시스-1,7-디아자-스피로[4.4]논-7-일)-피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-6-시클로펜틸-피리미딘-2-일아민; 4-시클로펜틸-6-(트랜스-헥사히드로-피롤로[3,4-b][1,4]옥사진-6-일)-피리미딘-2-일아민; 4-시클로펜틸-6-(헥사히드로-피롤로[3,4-c]피롤-2-일)-피리미딘-2-일아민; 4-시클로펜틸-6-(시스-헥사히드로-피롤로[3,4-b][1,4]옥사진-6-일)-피리미딘-2-일아민; (2-아미노-에틸)-6-이소프로필-피리미딘-2,4-디아민; 4-(3-아미노-아제티딘-1-일)-6-이소프로필-피리미딘-2-일아민; 4-(1,7-디아자-스피로[4.4]논-7-일)-6-이소프로필-피리미딘-2-일아민; N4-(2-아미노-에틸)-6-이소프로필-N4-메틸-피리미딘-2,4-디아민; 4-(시스-헥사히드로-피롤로[3,4-b][1,4]옥사진-6-일)-6-이소프로필-피리미딘-2-일아민; 4-(트랜스-헥사히드로-피롤로[3,4-b][1,4]옥사진-6-일)-6-이소프로필-피리미딘-2-일아민; 4-이소프로필-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; 4-(4-메틸-피페라진-1-일)-7,8-디히드로-5H-피라노[4,3-d]피리미딘-2-일아민; (R,R)-4-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-7,8-디히드로-5H-피라노[4,3-d]피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-7,8-디히드로-5H-피라노[4,3-d]피리미딘-2-일아민; (R)-4-(3-메틸아미노-피롤리딘-1-일)-7,8-디히드로-5H-피라노[4,3-d]피리미딘-2-일아민; 4-피페라진-1-일-7,8-디히드로-5H-피라노[4,3-d]피리미딘-2-일아민; 4-부틸-5-메톡시-6-피페라진-1-일-피리미딘-2-일아민; 4-부틸-6-[1,4]디아제판-1-일-5-메톡시-피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-6-부틸-5-메톡시-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-부틸-5-메톡시-피리미딘-2-일아민; (S)-4-(3-아미노-피롤리딘-1-일)-6-부틸-5-메톡시-피리미딘-2-일아민; (R)-4-부틸-5-메톡시-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; (S)-4-부틸-5-메톡시-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; 4-부틸-5-메톡시-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; N4-(2-아미노-에틸)-6-부틸-5-메톡시-N4-메틸-피리미딘-2,4-디아민; N4-(2-아미노-에틸)-6-부틸-5-메톡시-피리미딘-2,4-디아민; 4-(3-아미노-아제티딘-1-일)-6-시클로펜틸-5-메톡시-피리미딘-2-일아민; 4-시클로펜틸-6-[1,4]디아제판-1-일-5-메톡시-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-시클로펜틸-5-메톡시-피리미딘-2-일아민; (S)-4-시클로펜틸-5-메톡시-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; N4-(2-아미노-에틸)-6-시클로펜틸-5-메톡시-N4-메틸-피리미딘-2,4-디아민; N4-(2-아미노-에틸)-6-시클로펜틸-5-메톡시-피리미딘-2I4-디아민; 4-[1,4]디아제판-1-일)-6-메톡시메틸-피리미딘-2-일아민; (S)-4-(3-아미노-피롤리딘-1-일)-6-메톡시메틸-피리미딘-2-일아민; (S)-4-메톡시메틸-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; 4-시클로프로필-6-(시스-5-메틸-헥사히드로-피롤로[3,4-c]피롤-2-일)-피리미딘-2-일아민; 4-시클로프로필-6-피페라진-1-일-피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-6-시클로프로필-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-시클로프로필-피리미딘-2-일아민; 4-시클로프로필-6-(시스-헥사히드로-피롤로[3,4-c]피롤-2-일)-피리미딘-2-일아민; (S)-4-이소프로필-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; (S)-4-(3-아미노-피롤리딘-1-일)-6-이소프로필-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-3차-부틸-피리미딘-2-일아민; 4-3차-부틸-6-(시스-5-메틸-헥사히드로-피롤로[3,4-c]피롤-2-일)-피리미딘-2-일아민; (S)-4-(3-아미노-피롤리딘-1-일)-6-3차-부틸-피리미딘-2-일아민; (S)-4-3차-부틸-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; N4-(2-아미노-에틸)-6-3차-부틸-N4-메틸-피리미딘-2,4-디아민; 4-3차-부틸-6-(시스-헥사히드로-피롤로[3,4-c]피롤-2-일)-피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-6-3차-부틸-피리미딘-2-일아민; 4-3차-부틸-6-(3,8-디아자-비시클로[3.2.1]옥트-3-일)-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-부틸-피리미딘-2-일아민; 4-부틸-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; (R)-4-부틸-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; N4-(2-아미노-에틸)-6-부틸-N4-메틸-피리미딘-2,4-디아민; 4-부틸-6-(시스-5-메틸-헥사히드로-피롤로[3,4-c]피롤-2-일)-피리미딘-2-일아민; 부틸-6-(시스-헥사히드로-피롤로[3,4-c]피롤-2-일)-피리미딘-2-일아민; 4-부틸-6-(시스-옥타히드로-피롤로[3,4-b]피리딘-6-일)-피리미딘-2-일아민; 4-부틸-6-피페라진-1-일-피리미딘-2-일아민; 4-부틸-6-(3,8-디아자-비시클로[3.2.1]옥트-3-일)-피리미딘-2-일아민; 4-(4-메틸-피페라진-1-일)-6-프로필-피리미딘-2-일아민; 4-(시스-5-메틸-헥사히드로-피롤로[3,4-c]피롤-2-일)-6-프로필-피리미딘-2-일아민; 4-이소부틸-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; 4-이소부틸-6-피페라진-1-일-피리미딘-2-일아민; (R)-4-이소부틸-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-이소부틸-피리미딘-2-일아민; (S)-4-에틸-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; (R)-4-아다만탄-1-일-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; 4-아다만탄-1-일-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; 4-(4-메틸-테트라히드로-피란-4-일)-6-피페라진-1-일-피리미딘-2-일아민; 4-(4-메틸-피페라진-1-일)-6-(4-메틸-테트라히드로-피란-4-일)-피리미딘-2-일아민; (R)-4-(3-메틸아미노-피롤리딘-1-일)-6-(4-메틸-테트라히드로-피란-4-일)-피리미딘-2-일아민; 4-(트랜스-2-페닐-시클로프로필)-6-피페라진-1-일-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-(트랜스-2-페닐-시클로프로필)-피리미딘-2-일아민; 4-(4-메틸-피페라진-1-일)-6-(트랜스-2-페닐-시클로프로필)-피리미딘-2-일아민; N4-(2-아미노-에틸)-6-(트랜스-2-페닐-시클로프로필)-피리미딘-2,4-디아민; (R)-4-(3-메틸아미노-피롤리딘-1-일)-6-(트랜스-2-페닐-시클로프로필)-피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-6-인단-2-일-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-인단-2-일-피리미딘-2-일아민; 4-인단-2-일-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; (R)-4-인단-2-일-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; 4-인단-2-일-6-피페라진-1-일-피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-6-벤질-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-벤질-피리미딘-2-일아민; N4-(2-아미노-에틸)-6-인단-2-일-피리미딘-2,4-디아민; (R)-4-(2,3-디히드로-벤조퓨란-2-일)-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; 4-(시스-헥사히드로-피롤로[3,4-c]피롤-2-일)-6-(4-메틸-테트라히드로-피란-4-일)- 피리미딘-2-일아민; 4-(2,3-디히드로-벤조퓨란-2-일)-6-피페라진-1-일-피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-6-(2,3-디히드로-벤조퓨란-2-일)-피리미딘-2-일아민; 4-(시스-헥사히드로-피롤로[3,4-c]피롤-2-일)-6-인단-2-일-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-(4-메틸-테트라히드로-피란-4-일)-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-(테트라히드로-피란-4-일)-피리미딘-2-일아민; N4-(2-아미노-에틸)-6-(테트라히드로-피란-4-일)-피리미딘-2,4-디아민; N4-(2-아미노-에틸)-N4-메틸-6-(테트라히드로-피란-4-일)-피리미딘-2,4-디아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-페네틸-피리미딘-2-일아민; 4-(4-메틸-피페라진-1-일)-6-페네틸-피리미딘-2-일아민; (R)-4-(3-메틸아미노-피롤리딘-1-일)-6-페네틸-피리미딘-2-일아민; 4-(4-메틸-피페라진-1-일)-6-(3,3,3-트리플루오로-프로필)-피리미딘-2-일아민; 4-피페라진-1-일-6-(3,3,3-트리플루오로-프로필)-피리미딘-2-일아민; (R)-4-(3-메틸아미노-피롤리딘-1-일)-6-(3,3,3-트리플루오로-프로필)-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-(3,3,3-트리플루오로-프로필)-피리미딘-2-일아민; 4-시클로펜틸-5-메톡시-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; 4-시클로펜틸-5-메톡시-6-피페라진-1-일-피리미딘-2-일아민; (R)-4-시클로펜틸-5-메톡시-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; (R,R)-4-시클로펜틸-5-메톡시-6-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-피리미딘-2-일아민; N4-(2-아미노-에틸)-N4-메틸-6-(테트라히드로-퓨란-3-일)-피리미딘-2,4-디아민; 4-(시스-옥타히드로-피롤로[3,4-b]피리딘-6-일)-6-(테트라히드로-퓨란-3-일)-피리미딘-2-일아민; (R)-4-(3-메틸아미노-피롤리딘-1-일)-6-(테트라히드로-퓨란-3-일)-피리미딘-2-일아민; 4-[1,4]디아제판-1-일-6-(테트라히드로-퓨란-3-일)-피리미딘-2-일아민; (-)-4-피페라진-1-일-6-(테트라히드로-퓨란-3-일)-피리미딘-2-일아민; (+)-4-피페라진-1-일-6-(테트라히드로-퓨란-3-일)-피리미딘-2-일아민; N4-(2-아미노-에틸)-6-(테트라히드로-퓨란-3-일)-피리미딘-2,4-디아민; N4-(3-아미노-프로필)-6-(테트라히드로-퓨란-3-일)-피리미딘-2,4-디아민; N4-메틸-N4-(2-메틸아미노-에틸)-6-(테트라히드로-퓨란-3-일)-피리미딘-2,4-디아민; N4-(2-메틸아미노-에틸)-6-(테트라히드로-퓨란-3-일)-피리미딘-2,4-디아민; 5-플루오로-4-메틸-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; 5-플루오로-4-메틸-6-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-피리미딘-2-일아민; 5-플루오로-4-메틸-6-피페라진-1-일-피리미딘-2-일아민; (R)-5-플루오로-4-메틸-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; N4-(2-아미노-에틸)-5-플루오로-6,N4-디메틸-피리미딘-2,4-디아민; 4-피페라진-1-일-6-피리딘-4-일메틸-피리미딘-2-일아민; (R)-4-(3-메틸아미노-피롤리딘-1-일)-6-피리딘-4-일메틸-피리미딘-2-일아민; 4-(4-메틸-피페라진-1 -일)-6-피리딘-4-일메틸-피리미딘-2-일아민; 4-(4-메틸-피페라진-1-일)-6-티오펜-3-일메틸-피리미딘-2-일아민; (R)-4-(3-메틸아미노-피롤리딘-1-일)-6-티오펜-3-일메틸-피리미딘-2-일아민; 4-피페라진-1-일-6-티오펜-3-일메틸-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-티오펜-3-일메틸-피리미딘-2-일아민; 4-(시스-옥타히드로-피롤로[3,4-b]피리딘-6-일)-6-티오펜-3-일메틸-피리미딘-2-일아민; N4-(2-아미노-에틸)-6-티오펜-3-일메틸-피리미딘-2,4-디아민; 4-(4-메틸-피페라진-1-일)-6-티오펜-2-일메틸-피리미딘-2-일아민; (R)-4-(3-메틸아미노-피롤리딘-1-일)-6-티오펜-2-일메틸-피리미딘-2-일아민; 4-피페라진-1-일-6-티오펜-2-일메틸-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-티오펜-2-일메틸-피리미딘-2-일아민; 4-(시스-옥타히드로-피롤로[3,4-b]피리딘-6-일)-6-티오펜-2-일메틸-피리미딘-2-일아민; N4-(2-아미노-에틸)-6-티오펜-2-일메틸-피리미딘-2,4-디아민; N4-(2-아미노-에틸)-6-메톡시메틸-피리미딘-2,4-디아민; 4-(3-아미노-아제티딘-1-일)-6-메톡시메틸-피리미딘-2-일아민; (R)-4-메톡시메틸-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-메톡시메틸-피리미딘-2-일아민; 4-메톡시메틸-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; 4-메톡시메틸-6-피페라진-1-일-피리미딘-2-일아민; (R)-4-(3-아미노-피페리딘-1-일)-6-메톡시메틸-피리미딘-2-일아민; (R,R)-4-메톡시메틸-6-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-피리미딘-2-일아민; 4-(4-메틸-피페라진-1-일)-6-(테트라히드로-퓨란-2-일메틸)-피리미딘-2-일아민; (R)-4-(3-메틸아미노-피롤리딘-1-일)-6-(테트라히드로-퓨란-2-일메틸)-피리미딘-2-일아민; 4-(시스-5-메틸-헥사히드로-피롤로[3,4-c]피롤-2-일)-6-(테트라히드로-퓨란-2-일메틸)-피리미딘-2-일아민; 4-피페라진-1-일-6-(테트라히드로-퓨란-2-일메틸)-피리미딘-2-일아민; 4-(시스-옥타히드로-피롤로[3,4-b]피리딘-6-일)-6-(테트라히드로-퓨란-2-일메틸)-피리미딘-2-일아민; 4-(4-클로로-벤질)-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; 4-(4-클로로-벤질)-6-피페라진-1-일-피리미딘-2-일아민; (R)-4-(4-클로로-벤질)-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-(4-클로로-벤질)-피리미딘-2-일아민; 4-(4-클로로-벤질)-6-(시스-5-메틸-헥사히드로-피롤로[3,4-c]피롤-2-일)-피리미딘-2-일아민; 4-(4-클로로-벤질)-6-(시스-헥사히드로-피롤로[3,4-c]피롤-2-일)-피리미딘-2-일아민; N4-(2-아미노-에틸)-6-(4-클로로-벤질)-N4-메틸-피리미딘-2,4-디아민; 4-Ethy옥시메틸-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; 4-에톡시메틸-6-피페라진-1-일-피리미딘-2-일아민; (R)-에톡시메틸-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; (R)-에톡시메틸-6-(3-아미노-피롤리딘-1-일)-피리미딘-2-일아민; 이소프로폭시메틸-6-((R)-3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; 4-이소프로폭시메틸-6-피페라진-1-일-피리미딘-2-일아민; (R)-이소프로폭시메틸-6-(3-아미노-피롤리딘-1-일)-피리미딘-2-일아민; 4-이소프로폭시메틸-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; 4-페네틸-6-피페라진-1 -일-피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-6-페네틸-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-(테트라히드로-피란-4-일)-피리미딘-2-일아민; N4-(2-아미노-에틸)-6-벤질-N4-메틸-피리미딘-2,4-디아민; 4-인단-2-일-6-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-7,8-디히드로-5H-피라노[4,3-d]피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-5,6,7,8-테트라히드로-퀴나졸린-2-일아민; 4-(시스-5-메틸-헥사히드로-피롤로[3,4-c]피롤-2-일)-7,8-디히드로-5H-피라노[4,3-d]피리미딘-2-일아민; (R)-4-(3-메틸아미노-피롤리딘-1-일)-6-페닐-시클로프로필)-피리미딘-2-일아민 (부분입체이성질체 1 ); (R)-4-(3-메틸아미노-피롤리딘-1-일)-6-(2-페닐-시클로프로필)-피리미딘-2-일아민 (부분입체이성질체 2); 4-시클로펜틸-6-(시스-1,7-디아자-스피로[4.4]논-7-일)-피리미딘-2-일아민 (에난티오머 1 ); 4-시클로펜틸-6-(시스-1,7-디아자-스피로[4.4]논-7-일)-피리미딘-2-일아민 (에난티오머 2); (R)-4-이소프로폭시메틸-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-이소프로폭시메틸-피리미딘-2-일아민; 4-이소프로폭시메틸-6-피페라진-1-일-피리미딘-2-일아민; 4-이소프로폭시메틸-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-6-이소프로폭시메틸-피리미딘-2-일아민; 4-이소프로폭시메틸-6-(8-메틸-3,8-디아자-비시클로[3.2.1]옥트-3-일)-피리미딘-2-일아민; (R)-4-시클로프로폭시메틸-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; (R)-(4-아미노-피롤리딘-1-일)-6-시클로프로폭시메틸-피리미딘-2-일아민; 4-시클로프로폭시메틸-6-피페라진-1-일-피리미딘-2-일아민; 4-시클로프로폭시메틸-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-6-시클로프로폭시메틸-피리미딘-2-일아민; 4-시클로프로폭시메틸-6-(8-메틸-3,8-디아자-비시클로[3.2.1]옥트-3-일)-피리미딘-2-일아민; (R)-4-3차-부톡시메틸-6-(3-메틸아미노-피롤리딘-1-일)-피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-6-3차-부톡시메틸-피리미딘-2-일아민; 4-3차-부톡시메틸-6-피페라진-1-일-피리미딘-2-일아민; 4-3차-부톡시메틸-6-(4-메틸-피페라진-1-일)-피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-6-3차-부톡시메틸-피리미딘-2-일아민; 4-3차-부톡시메틸-6-(8-메틸-3,8-디아자-비시클로[3.2.1]옥트-3-일)-피리미딘-2-일아민; 4-에틸-6-(8-메틸-3,8-디아자-비시클로[3.2.1]옥트-3-일)-피리미딘-2-일아민; 4-(8-메틸-3,8-디아자-비시클로[3.2.1]옥트-3-일)-6-프로필-피리미딘-2-일아민; 4-이소프로필-6-(8-메틸-3,8-디아자-비시클로[3.2.1]옥트-3-일)-피리미딘-2-일아민; 4-시클로펜틸-6-(8-메틸-3,8-디아자-비시클로[3.2.1]옥트-3-일)-피리미딘-2-일아민; 및 약학적으로 허용가능한 그의 염.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원WO2008/008359에 기재된 것들 중에서 선택된다: 8-클로로-4-(4-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 6,8-디클로로-4-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-클로로-4-(4-이소프로필-[1,4]디아제판-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(3-아미노-피롤리딘-1-일)-6,8-디클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-6,8-디클로로-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-클로로-4-[1,4]디아제판-1-일-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-클로로-4-(옥타히드로-피리도[1,2-a]피라진-2-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-클로로-8-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-클로로-4-(4-메틸-[1,4]디아제판-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S,S)-8-클로로-4-(2,5-디아자-비시클로[2.2.1]헵트-2-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-클로로-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S)-4-(3-아미노-피페리딘-1-일)-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-클로로-4-피페라진-1-일-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-클로로-4-(3-디메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(3-아미노-피롤리딘-1-일)-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S)-8-클로로-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-8-클로로-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2- 일아민; (R)-8-브로모-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2- 일아민; 8-브로모-4-(헥사히드로-피롤로[1,2-a]j피라진-2-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(3-아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-4-(3-디메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-피페라진-1-일-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-8-클로로-4-(3-디메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S)-4-(3-아미노메틸-피롤리딘-1-일)-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-클로로-4-(헥사히드로-피롤로[3,4-c]피롤-2-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-4-(3-아미노-피페리딘-1-일)-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(3-아미노메틸-피롤리딘-1-일)-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-4-(3-아미노메틸-피롤리딘-1-일)-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 6,8-디클로로-4-피페라진-1-일-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 6,8-디클로로-4-[1,4]디아제판-1-일-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S,S)-4-(2,5-디아자-비시클로[2.2.1]헵트-2-일)-벤조[415]퓨로[3,2-d]피리미딘-2-일아민; 8-클로로-4-(4-이소프로필-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 6,8-디클로로-4-(3-디메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(옥타히드로-피리도[1,2-a]피라진-2-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 6,8-디클로로-4-(옥타히드로-피리도[1,2-a]피라진-2-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S,S)-6,8-디클로로-4-(2,5-디아자-비시클로[2.2.1]헵트-2-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-8-플루오로-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-플루오로-4-(헥사히드로-피롤로[1,2-a]피라진-2-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-플루오로-N4-메틸-N4-(1-메틸-피롤리딘-3-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2,4-디아민; (R)-8-(3-메틸아미노-피롤리딘-1-일)-9-옥사-1,5,7-트리아자-플루오렌-6-일아민; 8-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-9-옥사-1,5,7-트리아자-플루오렌-6-일아민; 4-(4-메틸-피페라진-1-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; 8-브로모-4-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; 7-브로모-4-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; (S)-8-브로모-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; (R)-8-브로모-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; (S,S)-8-브로모-4-(2,5-디아자-비시클로[2.2.1]헵트-2-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; 8-브로모-4-(4-메틸-피페라진-1-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; (S)-4-(3-메틸아미노-피롤리딘-1-일)-7-트리플루오로메틸-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; (R)-4-(3-메틸아미노-피롤리딘-1-일)-7-트리플루오로메틸-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; (S,S)-4-(2,5-디아자-비시클로[2.2.1]헵트-2-일)-7-트리플루오로메틸-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; 4-(4-메틸-피페라진-1-일)-7-트리플루오로메틸-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; 7-브로모-4-(4-메틸-피페라진-1-y])-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; (R)-7-브로모4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; (S)-7-브로모-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; 4-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-7-트리플루오로메틸-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; 7-클로로-4-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; (R)-7-클로로-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; (S)-7-클로로-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]티에노[3,2-d]피리미딘-2- 일아민; (S,S)-7-클로로-4-(2,5-디아자-비시클로[2.2.1]헵트-2-일)-벤조[4I5]티에노[3,2-d]피리미딘-2-일아민; 7-클로로-4-(4-메틸-피페라진-1-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; 8-클로로-4-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; (S)-8-클로로-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; (R)-8-클로로-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; 8-클로로-4-(4-methyI-피페라진-1-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; (S,S)-8-클로로-4-(2,5-디아자-비시클로[2.2.1]헵트-2-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; 8-클로로-4-(헥사히드로-피롤로[1,2-a]피라진-2-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-플루오로-4-(4-메틸-피페라진-1-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; 8-플루오로-4-(헥사히드로-피롤로[3,4-b]피롤-5-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S)-8-클로로-4-(3-에틸아미노-피페리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-8-클로로-4-(3-에틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S)-8-클로로-4-(3-메틸아미노-피페리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S)-8-클로로-4-(3-디메틸아미노-피페리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-8-플루오로-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; (S,S)-7-브로모-4-(2,5-디아자-비시클로p[2.2.1]헵트-2-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; 4-(6-아미노-3-아자-비시클로[3.1.0]헥스-3-일)-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-4-(2-아미노메틸-피롤리딘-1-일)-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-클로로-4-(헥사히드로-피롤로[3,4-b]피롤-5-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R,R)-8-클로로-4-(2,δ-디아자-비시클로[2.2.1]헵트-2-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R,R)-8-클로로-4-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-클로로-4-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-4-(3-메틸아미노-피롤리딘-1-일)-9-트리플루오로메틸-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S,S)-4-(2,5-디아자-비시클로[2.2.1]헵트-2-일)-9-메톡시-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 9-메톡시-4-피페라진-1-일-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S)-4-(3-아미노-피페리딘-1-일)-9-메톡시-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 9-메톡시-4-(4-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-메톡시-4-(4-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-피페라진-1-일-9-트리플루오로메틸-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(4-메틸-피페라진-1-일)-9-트리플루오로메틸-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S)-4-(3-아미노-피페리딘-1-일)-9-트리플루오로메틸-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S)-4-(3-아미노-피페리딘-1-일)-8,9-디클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S,S)-4-(2,5-디아자-비시클로[2.2.1]헵트-2-일)-9-트리플루오로메틸-벤조[4,5]퓨로[3,2- d]피리미딘-2-일아민; (cis)-8-클로로-4-(헥사히드로-피롤로[3,4-b]피롤-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; N4-(2-아미노-에틸)-8-클로로-N4-메틸-벤조[4,5]퓨로[3,2-d]피리미딘-2,4-디아민; 8-클로로-4-(3,8-디아자-비시클로[3.2.1]옥트-3-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2- 일아민; (S,S)-8,9-디클로로-4-(2,5-디아자-비시클로[2.2.1]헵트-2-일)-벤조[4,5]퓨로[3,2- d]피리미딘-2-일아민; (R)-8,9-디클로로-4(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-9-메톡시-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8,9-디클로로-4-(4-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-8-메톡시-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(3-아미노메틸-아제티딘-1-일)-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8,9-디클로로-4-피페라진-1-일-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (cis)-8-메톡시-4-(옥타히드로-피롤로[3,4-b]피리딘-6-일-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S,S)-8-클로로-4-(5-메틸-2,5-디아자-비시클로[2.2.1]헵트-2-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S)-4-(3-아미노-피페리딘-1-일)-8-메톡시-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-4-(3-아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-3-클로로-8-(3-메틸아미노-피롤리딘-1-일)-9-옥사-1,5,7-트리아자-플루오렌-6-일아민; N4-아제티딘-3-일메틸-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2,4-디아민; N4-아제티딘-3-일-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2,4-디아민; N4-(2-아미노-에틸)-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2,4-디아민; (S,S)-4-(2,5-디아자-비시클로[2.2.1]헵트-2-일)-8-메톡시-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (cis)-4-(헥사히드로-피롤로[3,4-b]피롤-5-일)-8-메톡시-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 2-[8-클로로-4-(4-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아미노]-에탄올; 2-[4-(4-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아미노]-에탄올; (cis)-2-[8-클로로-4-옥타히드로-피롤[3,4-b]피리딘-6-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아미노]-에탄올; 2-[8-메톡시-4-(4-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아미노]-에탄올; [8-클로로-4-(4-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-시클로프로필-아민; [8-클로로-4-(4-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-이소부틸-아민; 알릴-[8-클로로-4-(4-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-아민; N1-[8-클로로-4-(4-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-프로판-1,3-디아민; [8-클로로-4-(4-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-(2-메틸설파닐-에틸)-아민; [8-클로로-4-(4-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-메틸-아민; (S,S)-2-[8-클로로-4-(2,5-디아자-비시클로[2.2.1]헵트-2-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아미노]-에탄올; 2-[8-클로로-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아미노]-에탄올; 2-[8-클로로-4-(4-메틸-[1,4]디아제판-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아미노]-에탄올; 8-클로로-4-(3,5-디메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (2S,5R)-8-클로로-4-(2,5-디메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S)-8-클로로-4-(2-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d3피리미딘-2-일아민; (R)-8-클로로-4-(2-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S)-8-클로로-4-(5-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-8-클로로-4-(5-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 9-플루오로-4-(4-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-9-플루오로-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 9-플루오로-4-피페라진-1-일-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-9-플루오로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(4-메틸-피페라진-1-일)-8-트리플루오로메틸-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-4-(3-메틸아미노-피롤리딘-1-일)-8-트리플루오로rn에틸-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S)-4-(3-아미노-피페리딘-1-일)-8-트리플루오로메틸-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-피페라진-1-일-8-트리플루오로메틸-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S,S)-4,2,5-디아자-비시클로[2.2.1]헵트-2-일)-8-트리플루오로메틸-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-8-트리플루오로메틸-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8,9-디플루오로-4-(4-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8,9-디플루오로-4-피페라진-1-일-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S)-4-(3-아미노-피페리딘-1-일)-8,9-디플루오로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-8,9-디플루오로-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S,S)-4-(2,5-디아자-비시클로[2.2.1]헵트-2-일)-8,9-디플루오로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-8,9-디플루오로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 9-클로로-4-(4-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-9-클로로-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 9-클로로-4-피페라진-1-일-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S)-4-(3-아미노-피페리딘-1-일)-9-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S,S)-9-클로로-4-(2I5-디아자-비시클로[2.2.1]헵트-2-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-9-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (R)-7-메톡시-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; (S)-7-메톡시-4-(3-메틸아미노-피롤리딘-1-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; 7-메톡시--(4-메틸-피페라진-1-일)-벤조[4,5]티에노[3,2-d]피리미딘-2-일아민; (S)-2-[4-(3-아미노-피페리딘-1-일)-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아미노]-에탄올; 2-(8-클로로-4-피페라진-1-일-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아미노)-에탄올; 2-[4-(3-아미노-아제티딘-1-일)-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아미노]-에탄올; [8-클로로-4-(4-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-디메틸-아민; 및 약학적으로 허용가능한 그의 염.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원WO2009077608에 설명된 것들로부터 선택된다: 4-시클로헥실옥시메틸-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-시클로헥실옥시메틸-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-(시클로프로필메톡시메틸)-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-(시클로프로필메톡시메틸)-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-시클로부톡시메틸-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-시클로부톡시메틸-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-시클로펜톡시메틸-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-시클로펜톡시메틸-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-이소프로폭시메틸-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-이소프로폭시메틸-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-이소부톡시메틸-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-이소부톡시메틸-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-(2,2-디메틸프로폭시메틸)-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-(2,2-디메틸프로폭시메틸)-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-3차-부톡시메틸-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-(시클로펜틸메톡시메틸)-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-(시클로펜틸메톡시메틸)-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-(((1S,2R,4R)-비시클로[2.2.1]헵탄-2-일옥시)메틸)-6-(3-(메틸아미노)아제티딘-1-일) 피리미딘-2-아민; 4-(((1S,2R,4R)-비시클로[2.2.1]헵탄-2-일옥시)메틸)-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-벤질옥시메틸-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-벤질옥시메틸-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 6-메톡시메틸-4-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 6-메톡시메틸-4-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-(3-(메틸아미노)아제티딘-1-일)-6-페녹시메틸피리미딘-2-아민; 6-(2-메톡시에틸)4-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-(4-플루오로페녹시메틸)-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-(2,4-디플루오로페녹시메틸)-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-(3,4-디플루오로페녹시메틸)-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-(2,4-디플루오로페녹시메틸)-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-(3,4-디플루오로페녹시메틸)-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-(3-아미노아제티딘-1-일)-6-이소프로폭시메틸피리미딘-2-아민; 4-((3R)-3-아미노피롤리딘-1-일)-6-이소프로폭시메틸피리미딘-2-아민; 4-(3-(메틸아미노)아제티딘-1-일)-6-(테트라히드로피란-4-일)피리미딘-2-아민; 4-(3-(메틸아미노아제티딘-1-일)-6-((S)-테트라히드로퓨란-2-일)피리미딘-2-아민; 4-((3R)-3-(메틸아미노)피롤리딘-1-일)-6-((S)-테트라히드로퓨란-2-일)피리미딘-2-아민; 4-(3-(메틸아미노)아제티딘-1-일)-6-((R)-테트라히드로퓨란-2-일)피리미딘-2-아민; 4-((3R)-3-(메틸아미노)피롤리딘-1-일)-6-((R)-테트라히드로퓨란-2-일)피리미딘-2-아민; 4-(2-(4-클로로페녹시)프로판-2-일)-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-(2-(4-클로로페녹시)프로판-2-일)-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 6-((R)-1-메톡시에틸)-4-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-(3-(메틸아미노)아제티딘-1-일)-6-((R)-페닐(메톡시)메틸)피리미딘-2-아민; 4-((3R)-3-(메틸아미노)피롤리딘-1-일)-6-((R)-페닐(메톡시)메틸)피리미딘-2-아민; 4-(3-(메틸아미노)아제티딘-1-일)-6-((S)-페닐(메톡시)메틸)피리미딘-2-아민; 4-시클로헥실옥시메틸-6-[3-메틸-3-(메틸아미노)아제티딘-1-일]피리미딘-2-아민; 4-이소부톡시메틸-6-[3-메틸-3-(메틸아미노)아제티딘-1-일]피리미딘-2-아민; 4-이소프로폭시메틸-6-[3-메틸-3-(메틸아미노)아제티딘-1-일]피리미딘-2-아민; 4-(1,1-디메틸-2-메톡시에틸)-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-(2-이소프로폭시에틸)-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-(1-(메톡시메틸)시클로펜틸)-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-[3-메틸-3-(메틸아미노)아제티딘-1-일]-6-[(2S)-테트라히드로퓨란-2-일]피리미딘-2-아민; 4-[(디시클로프로필메톡시)메틸]-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-(1 -(메톡시메틸)시클로펜틸)-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 메틸 3-(((2-아미노-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-일)메톡시)메틸)벤조에이트; 메틸-4-(((2-아미노-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-일)메톡시)메틸)벤조에이트; 메틸-2-(((2-아미노-6-(3-(메틸아미노)아제티딘-1-일) 피리미딘-4-일)메톡시)메틸)벤조에이트; 4-(3-(메틸아미노)아제티딘-1-일)-6-((4-(메틸설포닐)벤질옥시)메틸)피리미딘-2-아민; 4-(3-(메틸아미노)아제티딘-1-일)-6-((3-(메틸설포닐)벤질옥시)메틸)피리미딘-2-아민; 2-[3-(((2-아미노-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-일)메톡시)메틸)페닐]프로판-2-올; [3-(((2-아미노-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-일)메톡시)메틸)페닐]메탄올; [4-(((2-아미노-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-일)메톡시)메틸)페닐]메탄올; [2-(((2-아미노-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-일)메톡시)메틸)페닐]메탄올; 3-[((2-아미노-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-일)메톡시)메틸]벤조산; 3-[((2-아미노-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-일)메톡시)메틸]벤즈아미드; 및 3-[((2-아미노-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-일)메톡시)메틸]-N-부틸벤즈아미드, 또는 그의 염.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2009/056551에 개시된 것들 중에서 선택된다: 4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-6,7,8,9-테트라히드로벤조퓨로[3,2-d]피리미딘-2-아민; 4-[3-(메틸아미노)아제티딘-1-일]-6,7,8,9-테트라히드로벤조퓨로[3,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-6,7,8,9-테트라히드로벤조퓨로[3,2-d]피리미딘-2-아민; 4-(3-아미노아제티딘-1-일)-6,7,8,9-테트라히드로벤조퓨로[3,2-d]피리미딘-2-아민; 4-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리미딘-6-일]-6,7,8,9-테트라히드로벤조퓨로[3,2-d]피리미딘-2-아민; 4-[3-메틸-3-(메틸아미노)아제티딘-1-일]-6,7,8,9-테트라히드로벤조퓨로[3,2-d] 피리미딘-2-아민; 4-피페라진-1-일-6,7,8,9-테트라히드로벤조퓨로[3,2-d]피리미딘-2-아민; 4-(1,4-디아제판-1-일)-6,7,8,9-테트라히드로벤조퓨로[3,2-d]피리미딘-2-아민; 4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-6,7,8,9-테트라히드로벤조퓨로[3,2-d]피리미딘; 4-[3-(메틸아미노)아제티딘-1-일]-6,7,8,9-테트라히드로벤조퓨로[3,2-d]피리미딘; 4-(1,4-디아제판-1-일)-6,7,8,9-테트라히드로벤조퓨로[3,2-d]피리미딘; 4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-7,8,9,10-테트라히드로-6H-시클로헵타[4,5]퓨로[3,2-d]피리미딘-2-아민; 4-[3-(메틸아미노)아제티딘-1-일]-7,8,9,10-테트라히드로-6H- 시클로헵타[4,5]퓨로[3,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-7,8,9,10-테트라히드로-6H-시클로헵타[4,5]퓨로[3,2-d]피리미딘-2-아민; 4-[3-메틸-3-(메틸아미노)아제티딘-1-일]-7,8,9,10-테트라히드로-6H-시클로헵타[4,5]퓨로[3,2-d]피리미딘-2-아민; 4-[3-(메틸아미노)아제티딘-1-일]-7,8-디히드로-6H-시클로펜타[4,5]퓨로[3,2-d]피리미딘-2-아민; 4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-7,8-디히드로-6H-시클로펜타[4,5]퓨로[3,2-d]피리미딘-2-아민; N4-[(3R)-1-(메틸피롤리딘-3-일]아미노-6,7,8,9-테트라히드로벤조퓨로[3,2-d]피리미딘-2,4-디아민; 4-(4-메틸피페라진-1 -일)-6,7,8,9-테트라히드로벤조퓨로[3,2-d]피리미딘-2-아민; (S)-4-(3-메틸피페라진-1-일)-6,7,8,9-테트라히드로벤조퓨로[3,2-d]피리미딘-2-아민; 및 4-(4-메틸피페라진-1-일)-6,7,8,9-테트라히드로벤조퓨로[3,2-d]피리미딘 및 그의 염.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2009/068512에 설명된 것들 중에서 선택된다: 4-(시클로프로필메틸)-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-시클로프로필메틸-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-시클로프로필메틸-6-((3R)-3-아미노피롤리딘-1-일)피리미딘-2-아민; 4-시클로프로필메틸-6-(피페라진-1-일)피리미딘-2-아민; 4-시클로프로필메틸-6-(3-메틸-3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-(3-아미노아제티딘-1-일)-6-시클로프로필메틸-피리미딘-2-아민; 4-시클로프로필메틸-6-(1,4-디아제판-1-일) 피리미딘-2-아민; 4-(4-아미노피페리딘-1-일)-6-시클로프로필메틸-피리미딘-2-아민; 4-시클로프로필메틸-6-((4aR,7aR)-옥타히드로피롤로[3,4-b]피리딘-6-일)피리미딘-2-아민; 4-시클로프로필메틸-6-((3S)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; (R)-4-시클로프로필메틸-6-[(N-메틸피롤리딘-3-일)아민]피리미딘-2-아민; (S)-4-시클로프로필메틸-6-(3-메틸피페라진-1-일)피리미딘-2-아민; (R)-4-시클로프로필메틸-6-(3-메틸피페라진-1-일)피리미딘 -2-아민; 4-시클로프로필메틸-6-[3-(피롤리딘-1-일)아제티딘-1-일]피리미딘-2-아민; 4-(시클로프로필메틸)-6-(헥사히드로피롤로[1,2-a]피라진-2(1H)-일)피리미딘-2-아민; (S)-4-(시클로프로필메틸)-6-(헥사히드로피롤로[1,2-a)]-2(1H)-일)피리미딘-2-아민; 4-이소프로필-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-이소프로필-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-3차-부틸-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-3차-부틸-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-(3-(메틸아미노)아제티딘-1-일)-6-프로필피리미딘-2-아민; 4-((3R)-3-(메틸아미노)피롤리딘-1-일)-6-프로필피리미딘-2-아민; 4-시클로프로필-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-시클로프로필-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-에틸-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-에틸-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-부틸-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-부틸-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-시클로펜틸메틸-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-시클로펜틸메틸-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-이소부틸-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-이소부틸-6-(3-(메틸아미노)아제티딘-1 -일)피리미딘-2-아민; 4-(2,2-디메틸프로필)-6-((3R)-3-(메틸아미노)피롤리딘-1-일) 피리미딘-2-아민; 4-(2,2-디메틸프로필)-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 트랜스-4-(2-페닐시클로프로필)-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2- 아민; (R)-4-3차-부틸-6-[(N-메틸피롤리딘-3-일)아민]피리미딘-2-아민; 4-(2-시클로펜틸에틸)-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-(2-시클로펜틸에틸)-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-(2-시클로프로필에틸)-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-((3R)-3-(메틸아미노)피롤리딘-1-일)-6-(4-메틸펜틸)피리미딘-2-아민; 4-(3-(메틸아미노)아제티딘-1-일)-6-(4-메틸펜틸)피리미딘-2-아민; 4-(3-시클로펜틸프로필)-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-(4-시클로헥실부틸)-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-2-아민; 4-(4-시클로헥실부틸)-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; (S)-4-(2-시클로프로필에틸)-6-(3-메틸피페라진-1-일)피리미딘-2-아민; 4-(3-아미노아제티딘-1-일)-6-(시클로펜틸메틸)피리미딘-2-아민; 4-(3-(메틸아미노)아제티딘-1-일)-6-(2,2,3,3-테트라메틸시클로프로필)피리미딘-2-아민; 4-시클로부틸-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-시클로펜틸-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-((3R)-3-(메틸아미노)피롤리딘-1-일)-6-(2,2,3,3-테트라메틸시클로프로필)피리미딘-2-아민; 4-이소부틸-6-(3-메틸-3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-(3-메틸-3-(메틸아미노)아제티딘-1-일)-6-네오펜틸피리미딘-2-아민; (S)-4-(3-메틸피페라진-1-일)-6-네오펜틸피리미딘-2-아민; 4-(3-(메틸아미노)아제티딘-1-일)-6-(1-메틸시클로프로필)피리미딘-2-아민; (R)-4-(시클로프로필메틸)-6-(헥사히드로피롤로[1,2-a]피라진-2(1H)-일)피리미딘-2- 아민; 4-시클로펜틸-6-(3-메틸-3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-시클로부틸-6-(3-메틸-3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 4-(3-메틸-3-(메틸아미노)아제티딘-1-일)-6-(2,2,3,3-테트라메틸시클로프로필)피리미딘-2-아민; (S)-4-(3-메틸피페라진-1-일)-6-(2,2,3,3-테트라메틸시클로프로필)피리미딘-2-아민; 4-(3-(메틸아미노)아제티딘-1-일)-6-(펜타n-3-일)피리미딘-2-아민; 4-((3R)-3-(메틸아미노)피롤리딘-1-일)-6-(펜타n-3-일) 피리미딘-2-아민; 4-((1S,2S,4S)-비시클로[2.2.1]헵탄-2-일)-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민; 및 4-((1S,2R,4S)-비시클로[2.2.1]헵탄-2-일)-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-2-아민 및 그의 염.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2009/080721에 설명된 것들 중에서 선택된다: 2-이소부틸-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-4-아민; 2-시클로헥실메틸-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-4-아민; 2-(4-플루오로벤질)-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-아민; 2-이소부틸-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-아민; 2-시클로프로필-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-아민; 2-3차-부틸-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-아민; 2-이소프로필-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-아민; 2-(시클로프로필메틸)-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-아민; 6-(3-(메틸아미노)아제티딘-1-일)-2-(페녹시메틸)피리미딘-4-아민; 2-시클로프로필-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-4-아민; 2-3차-부틸-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-4-아민; 2-이소프로필-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-4-아민; 6-((3R)-3-(메틸아미노)피롤리딘-1-일)-2-(페녹시메틸)피리미딘-4-아민; 6-(3-아미노아제티딘-1-일)-2-이소부틸피리미딘-4-아민; 2-이소부틸-6-(3-메틸-3-(메틸아미노)아제티딘-1-일) 피리미딘-4-아민; 6-((3R)-3-아미노피롤리딘-1-일)-2-이소부틸피리미딘-4-아민; 2-시클로부틸-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-아민; 2-시클로부틸-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-4-아민; 2-시클로펜틸-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-아민; 2-시클로펜틸-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-4-아민; 2-(2,2-디메틸프로필)-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-아민; 2-(2,2-디메틸프로필)-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-4-아민; 2-(2-시클로펜틸에틸)-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-4-아민; 2-시클로헥실메틸-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-아민; 2-시클로프로필메틸-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-4-아민; 2-시클로헥실-6-(3-(메틸아미노)아제티딘-1-일)피리미딘-4-아민; 2-시클로헥실-6-((3R)-3-(메틸아미노)피롤리딘-1-일)피리미딘-4-아민; 및 2-(4-플루오로벤질)-6-((3R)-3-(메틸아미노)피롤리딘-1 -일)피리미딘-4-아민, 또는 그의 염.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2009/115496에 설명된 것들 중에서 선택된다: 7-시클로프로필-4-(4-메틸피페라진-1-일)퓨로[3,2-d]피리미딘-2-아민; 7-시클로프로필-4-[(3S)-(3-메틸피페라진-1-일)퓨로[3,2-d]피리미딘-2-아민; 7-에틸-4-[4-메틸피페라진-1-일)퓨로[3,2-d]피리미딘-2-아민; 4-[4-메틸피페라진-1-일)-7-프로필퓨로[3,2-d]피리미딘-2-아민; 7-시클로프로필-4-(3-(메틸아미노)아제티딘-1-일)퓨로[3,2-d]피리미딘-2-아민; 7-시클로프로필-4-[(3R)-3-(메틸아미노)피롤리딘-1-일)퓨로[3,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일)-7-시클로프로필퓨로[3,2-d]피리미딘-2-아민; 4-(3-아미노아제티딘-1-일)-7-시클로프로필퓨로[3,2-d]피리미딘-2-아민; 7-시클로프로필-4-(3-메틸-3-(메틸아미노)아제티딘-1-일)퓨로[3,2-d]피리미딘-2-아민; 7-시클로프로필-4-(피페라진-1-일)퓨로[3,2-d]피리미딘-2-아민; 7-시클로프로필-4-(1,4-디아제판-1-일)퓨로[3,2-d]피리미딘-2-아민; 7-에틸-4-(3-(메틸아미노)아제티딘-1-일)퓨로[3,2-d] 피리미딘-2-아민; 7-에틸-4-[(3R)-3-(메틸아미노)피롤리딘-1-일)퓨로[3,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-7-에틸퓨로[3,2-d]피리미딘-2-아민; 7-에틸-4-(3-메틸-3-(메틸아미노)아제티딘-1-일)퓨로[3,2-d]피리미딘-2-아민; 7-에틸-4-(피페라진-1-일)퓨로[3,2-d]피리미딘-2-아민; 4-(3-(메틸아미노)아제티딘-1-일)-7-프로필퓨로[3,2-d]피리미딘-2-아민; 4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-7-프로필퓨로[3,2-d]피리미딘-2-아민; 4-[(3R)-3-(아미노피롤리딘-1-일)-7-프로필퓨로[3,2-d]피리미딘-2-아민; 4-(3-메틸-3-(메틸아미노)아제티딘-1-일]-7-프로필퓨로[3,2-d]피리미딘-2-아민; 4-(피페라진-1-일]-7-프로필퓨로[3,2-d]피리미딘-2-아민; 7-이소프로필-4-(3- (메틸아미노)아제티딘-1-일]퓨로[3,2-d]피리미딘-2-아민; 7-이소프로필-4-[(3R)-3- (메틸아미노)피롤리딘-1-일]퓨로[3,2-d]피리미딘-2-아민; 7-벤질-4-(3- (메틸아미노)아제티딘-1-일]퓨로[3,2-d]피리미딘-2-아민; 7-벤질-4-[(3R)-3- (메틸아미노)피롤리딘-1-일]퓨로[3,2-d]피리미딘-2-아민; 7-시클로부틸-4-(3-(메틸아미노)아제티딘-1-일)퓨로[3,2d]피리미딘-2-아민; 7-시클로부틸-4-[(3R)-3- 메틸아미노)피롤리딘-1-일)퓨로[3,2d]피리미딘-2-아민; 7-시클로펜틸-4-(3-(메틸아미노)아제티딘-1-일)퓨로[3,2d]피리미딘-2-아민; 7-시클로펜틸-4-[(3R)-3- 메틸아미노)피롤리딘-1-일)퓨로[3,2d]피리미딘-2-아민; 7- 이소부틸 -4-(3-(메틸아미노)아제티딘-1-일)퓨로[3,2d]피리미딘-2-아민; 7-이소부틸-4-[(3R)-3- 메틸아미노)피롤리딘-1-일)퓨로[3,2d]피리미딘-2-아민; 4-(3-(메틸아미노)아제티딘-1-일)-7-페닐퓨로[3,2d]피리미딘-2-아민; 4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-7-페닐퓨로[3,2d]피리미딘-2-아민; 7-3차-부틸-4-(3-(메틸아미노)아제티딘-1-일)퓨로[3,2d]피리미딘-2-아민; 7-3차-부틸-4-[(3R)-3-메틸아미노)피롤리딘-1-일)퓨로[3,2d]피리미딘-2-아민; 7-시클로프로필-4-(3-(메틸아미노)아제티딘-1-일)퓨로[3,2d]피리미딘-2-아민; 6-클로로-7-시클로부틸-4-(3-(메틸아미노)아제티딘-1-일)퓨로[3,2-d]피리미딘-2- 아민; 6-클로로-7-시클로프로필-4-(3-(메틸아미노)아제티딘-1-일)퓨로[3,2-d]피리미딘-2-아민; 6-클로로-7-시클로프로필-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]퓨로[3,2-d]피리미딘-2-아민; 6-클로로-7-이소프로필-4-(3-(메틸아미노)아제티딘-1-일)퓨로[3,2-d]피리미딘-2-아민; 6-클로로-7-이소프로필-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]퓨로[3,2-d]피리미딘-2-아민; 6-클로로-7-시클로펜틸-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]퓨로[3,2-d]피리미딘-2-아민; 4-(3-(메틸아미노)아제티딘-1-일)-7-(테트라히드로-2H-피란-4-일)퓨로[3,2-d]피리미딘-2-아민; 2-아미노-7-이소프로필-4-((3R)-3-(메틸아미노)피롤리딘-1-일)퓨로[3,2-d]피리미딘-6-카르보니트릴; 2-아미노-7-시클로프로필-4-(3-(메틸아미노)아제티딘-1-일)퓨로[3,2- d]피리미딘-6-카르보니트릴; 7-(1-(메톡시메틸)시클로프로필)-4-(3-(메틸아미노)아제티딘-1-일)퓨로[3,2- d]피리미딘-2-아민 및 그의 염.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2007/090852에 설명된 것들 중에서 선택된다: [(R)-1-(2-아미노-8-클로로벤조[4,5]퓨로[3,2-d]-피리미딘-4-일)피롤리딘-3-일]N-메틸아민; [(S)-1-(2-아미노-8-클로로벤조[4,5]퓨로[3,2-d]-피리미딘-4-일)피롤리딘-3-일]N-메틸아민; [1-(2-에틸아미노-8-클로로벤조[4,5]퓨로[3,2-d]-피리미딘-4-일)아제티딘-3-일]N-에틸아민; 4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-메틸-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-플루오로-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-브로모-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 7-클로로-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; N-[1-(2-아미노-8-클로로벤조[4,5]퓨로[3,2-d]피리미딘-4-일)아제티딘-3-일]N-메틸아민; 4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-브로모-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-메틸-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-플루오로-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-메톡시-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-((R)-3-메틸아미노-피롤리딘-1-일)-8-트리플루오로메톡시-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 9-플루오로-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 9-메틸-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 9-메톡시-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 7-메틸-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 7-메톡시-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-((R)-3-메틸아미노-피롤리딘-1-일)-7-트리플루오로메틸-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 6-클로로-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 6-메틸-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 6-메톡시-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-메톡시-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(3-메틸아미노-아제티딘-1-일)-8-트리플루오로메톡시-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 9-플루오로-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 9-메틸-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 9-메톡시-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 7-메틸-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 7-메톡시-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(3-메틸아미노-아제티딘-1-일)-7-트리플루오로메틸-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 6-클로로-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 6-메틸-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 6-메톡시-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-클로로-4-[3-(시클로프로필메틸-아미노)-피롤리딘-1-일]-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-클로로-4-((R)-3-디메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-((R)-3-아미노-피롤리딘-1-일)-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-클로로-4-(4-메틸아미노-피페리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(4-아미노-피페리딘-1-일)-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; [8-클로로-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-메틸-아민; [8-클로로-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-디메틸-아민; N-[8-클로로-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-아세트아미드; N-[8-클로로-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일]- 메탄설폰아미드; [8-클로로-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-시클로프로필-아민 ; [8-클로로-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-메틸-아민; [8-클로로-4-(3-메틸아미노-아제티딘-1-일)벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-디메틸-아민; N-[8-클로로-4-(3-메틸아미노-아제티딘-1-일)벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-아세트아미드; N-[8-클로로-4-(3-메틸아미노-아제티딘-1-일)벤조[4,5]퓨로[3,2-d]피리미딘-2-일]- 메탄설폰아미드; [8-클로로-4-(3-메틸아미노-아제티딘-1-일)벤조[4,5]퓨로[3,2-d]피리미딘-2-일]- 시클로프로필- 아민 및 그의 염.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2007/090853에 설명된 것들 중에서 선택된다: [(R)-1-(2-아미노-8-클로로벤조[4,5]퓨로[3,2-d]-피리미딘-4-일)피롤리딘-3-일] N-메틸 아민; 4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-메틸-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-플루오로-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-브로모-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 7-클로로-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-메톡시-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-((R)-3-메틸아미노-피롤리딘-1-일)-8-트리플루오로메톡시-벤조[4,5]퓨로[3,2- d]피리미딘-2-일아민; 9-플루오로-4-((R)-3-메틸아미노-피롤리딘-1l-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 9-메틸-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 9-메톡시-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 7-메틸-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 7-메톡시-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-((R)-3-메틸아미노-피롤리딘-1-일)-7-트리플루오로메틸-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 6-클로로-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 6-메틸-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 6-메톡시-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-클로로-4-[3-(시클로프로필메틸-아미노)-피롤리딘-1-일]-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-클로로-4-((R)-3-디메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-((R)-3-아미노-피롤리딘-1-일)-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; [8-클로로-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-메틸-아민; [8-클로로-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-디메틸-아민; N-[8-클로로-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-아세트아미드; N-[8-클로로-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-메탄설폰아미드; [8-클로로-4-((R)-3-메틸아미노-피롤리딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-시클로프로필-아민. 상기 화합물들 및/또는 그의 염 또는 에스테르 중 몇몇은 서로 다른 입체이성질체 형태로 존재한다. 이들 이성질체형태 모두 역시 피리미딘 고리의 4-위체 중의 피롤리딘 고리에 부착된 아미노기가 R-배열을 나타내는 한 본 발명의 범위에 속한다.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2007/090854에 설명된 것들 중에서 선택된다: [1-(2-에틸아미노-8-클로로벤조[4,5]퓨로[3,2-d]-피리미딘-4-일)아제티딘-3-일]N-에틸 아민; N-[1-(2-아미노-8-클로로벤조[4,5]퓨로[3,2-d]피리미딘-4-일)아제티딘-3-일]N-메틸 아민; 4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-브로모-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-메틸-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-플루오로-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-메톡시-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(3-메틸아미노-아제티딘-1-일)-8-트리플루오로메톡시-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 9-플루오로-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 9-메틸-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 9-메톡시-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 7-메틸-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 7-메톡시-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(3-메틸아미노-아제티딘-1-일)-7-트리플루오로메틸-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 6-클로로-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 6-메틸-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 6-메톡시-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(3-아미노-아제티딘-1-일)-8-클로로-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; [8-클로로-4-(3-메틸아미노-아제티딘-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-메틸-아민; [8-클로로-4-(3-메틸아미노-아제티딘-1-일)벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-디메틸-아민; N-[8-클로로-4-(3-메틸아미노-아제티딘-1-일)벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-아세트아미드;
N-[8-클로로-4-(3-메틸아미노-아제티딘-1-일)벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-메탄설폰아미드; [8-클로로-4-(3-메틸아미노-아제티딘-1-일)벤조[4,5]퓨로[3,2-d]피리미딘-2-일]-시클로프로필-아민. 상기 화합물들 및/또는 그의 염 또는 에스테르 중 몇몇은 서로 다른 입체이성질체 형태로 존재한다.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2007/039467에 설명된 것들 중에서 선택된다: N-[(R,S)-1-(8-클로로-2-메틸벤조[4,5]퓨로[3,2-d]-피리미딘-4-일)-피롤리딘-3-일]-N-메틸 아민; N-[(R,S)-1-(8-클로로벤조[4,5]퓨로[3,2-d]-피리미딘-4-일)-피롤리딘-3-일]-N-메틸 아민; [(R,S)-1-(8-클로로-2-메틸벤조[4,5]퓨로[3,2-d]피리미딘-4-일)피롤리딘-3-일] 디메틸 아민; N-[(R)-1-(8-클로로벤조[4,5]퓨로[3,2-d]피리미딘-4-일)피롤리딘-3-일] N-메틸 아민; N-[(S)-1-(8-클로로벤조[4,5]퓨로[3,2-d]피리미딘-4-일)피롤리딘-3-일] N-메틸 아민; N-[1-(8-클로로벤조[4,5]퓨로[3,2-d]피리미딘-4-일)아제티딘-3-일] 아민; N-[1-(8-클로로벤조[4,5]퓨로[3,2-d]피리미딘-4-일)아제티딘-3-일]N-메틸 아민; N-1-(8-클로로벤조[4,5]퓨로[3,2-d]피리미딘-4-일)아제티딘-3-일]N,N-디메틸 아민; N-[1-(8-클로로벤조[4,5]퓨로[3,2-d]피리미딘-4-일)아제티딘-3-일]N,N-디메틸 아민; [(R,S)-1-(8-클로로벤조[4,5]퓨로[3,2-d]피리미딘-4-일)피롤리딘-3-일]아민; [(R,S)-1-(8-클로로벤조[4,5]퓨로[3,2-d]피리미딘-4-일)피롤리딘-3-일]디메틸 아민; [(R,S)-1-(8-메틸벤조[4,5]퓨로[3,2-d]피리미딘-4-일)피롤리딘-3-일]-N-메틸 아민; [(R)-1-(8-클로로벤조[4,5]퓨로[3,2-d]피리미딘-4-일)피롤리딘-3-일] 아민; [(S)-1-(8-클로로벤조[4,5]퓨로[3,2-d]피리미딘-4-일)피롤리딘-3-일]; N-[(R)-1-(8-트리플루오로메틸벤조[4,5]퓨로[3,2-d]피리미딘-4-일)피롤리딘-3-일]N-메틸 아민; N-[(S)-1-(8-트리플루오로메틸벤조[4,5]퓨로[3,2-d]피리미딘-4-일)피롤리딘-3-일]N-메틸 아민; N-[(R)-1-(8-메틸벤조[4,5]퓨로[3,2-d]피리미딘-4-일)피롤리딘-3-일]N-메틸 아민; N-[(S)-1-(8-메틸벤조[4,5]퓨로[3,2-d]피리미딘-4-일)피롤리딘-3-일]N-메틸 아민; N-[(R)-1-(8-클로로-2-트리플루오로메틸벤조[4,5]퓨로[3,2-d]피리미딘-4-일)피롤리딘-3-일]N-메틸 아민; N-[(S)-1-(8-클로로-2-트리플루오로메틸벤조[4,5]퓨로[3,2-d]피리미딘-4-일)피롤리딘-3-일]N-메틸 아민; N-[1-(8-클로로벤조[4,5]퓨로[3,2-d]피리미딘-4-일)아제티딘-3-일]N-에틸 아민; [(R,S)-1-(8-클로로벤조[4,5]퓨로[3,2-d]피리미딘-4-일)-3-메틸피롤리딘-3-일]-N-메틸 아민; N-[1-(8-클로로벤조[4,5]퓨로[3,2-d]피리미딘-4-일)아제티딘-3-일]N-시클로프로필 아민; 및 [(3RS,4RS)-1-(8-클로로벤조[4,5]퓨로[3,2-d]피리미딘-4-일)-4-플루오로피롤리딘-3-일]N- 메틸 아민. 상기 화합물 및/또는 그의 염 또는 에스테르 중 몇몇은 서로 다른 입체이성질체 형태로 존재한다.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2009/071625에 설명된 것들 중에서 선택된다: 10-[(3R)-1-아자비시클로[2.2.2]옥트-3-일메틸]-10H-페노티아진(우선성 에난티오머); 10-[(3S)-1-아자비시클로[2.2.2]옥트-3-일메틸]-10H-페노티아진 (좌선성 에난티오머); 두개의 에난티오머10-[(3R,3S)-1-아자비시클로[2.2.2]옥트-3-일메틸]-10H-페노티아진의 라세미 혼합물.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2009/134726에 설명된 것들 중에서 선택된다: 4-피페라진-1-일-5,6,7a,8,9,10,11,11a-옥타히드로[1]벤조퓨로[2,3-h]퀴나졸린-2-아민; 4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-5,6,7a,8,9,10,11,11a-옥타히드로[1]벤조퓨로[2,3-h]퀴나졸린-2-아민; (7aS,11aS)-4-피페라진-1-일-5,6,7a,8,9,10,11,11a-옥타히드로[1]벤조퓨로[2,3-h]퀴나졸린-2-아민; (7aR,11aR)-4-피페라진-1-일-5,6,7a,8,9,10,11,11a-옥타히드로[1]벤조퓨로[2,3-h]퀴나졸린-2-아민; 4-(4-메틸-1,4-디아제판-1-일)-5,6,7a,8,9,10,11,11a-옥타히드로[1]벤조퓨로[2,3-h]퀴나졸린-2-아민; 4-(4-메틸피페라진-1-일)-5,6,7a,8,9,10,11,11a-옥타히드로[1]벤조퓨로[2,3-h]퀴나졸린-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-7a,8,9,10,11,11a-헥사히드로[1]벤조퓨로[2,3-h]퀴나졸린-2-아민; 4-[(1R,5S)-3,6-디아자비시클로[3.2.0]헵트-6-일]-7a,8,9,10,11,11a- 헥사히드로[1]벤조퓨로[2,3-h]퀴나졸린-2-아민; 4-(1,4-디아제판-1-일)-5,6,7a,8,9,10,11,11a-옥타히드로[1]벤조퓨로[2,3-h]퀴나졸린-2-아민; 4-(4-이소프로필-1,4-디아제판-1-일)-5,6,7a,8,9,10,11,11a-옥타히드로[1]벤조퓨로[2,3-h]퀴나졸린-2-아민; 4-(4-시클로부틸-1,4-디아제판-1-일)-5,6,7a,8,9,10,11,11a-옥타히드로[1]벤조퓨로[2,3-h]퀴나졸린-2-아민; 트랜스-4-피페라진-1-일-5,6,6a,7,8,9,10,10a-옥타히드로벤조[h]퀴나졸린-2-아민; 시스-4-피페라진-1-일-5,6,6a,7,8,9,10,10a-옥타히드로벤조[h]퀴나졸린-2-아민; 트랜스-4-[3-(메틸아미노)아제티딘-1-일]-5,6,6a,7,8,9,10,10a-옥타히드로벤조[h]퀴나졸린-2-아민; 트랜스-4-[3-(에틸아미노)아제티딘-1-일]-5,6,6a,7,8,9,10,10a-옥타히드로벤조[h]퀴나졸린-2-아민; 트랜스-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-5,6,6a,7,8,9,10,10a-옥타히드로벤조[h]퀴나졸린-2-아민; 트랜스-4-[(3R)-3-아미노피롤리딘-1-일]-5,6,6a,7,8,9,10,10a-옥타히드로벤조[h]퀴나졸린-2-아민; 트랜스-4-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일-5,6,6a,7,8,9,10,10a-옥타히드로벤조[h]퀴나졸린-2-아민; 시스-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-5,6,6a,7,8,9,10,10a-옥타히드로벤조[h]퀴나졸린-2-아민; 시스-4-[(3R)-3-아미노피롤리딘-1-일]-5,6,6a,7,8,9,10,10a-옥타히드로벤조[h]퀴나졸린-2-아민; 시스-4-[시스-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-5,6,6a,7,8,9,10,10a-옥타히드로벤조[h]퀴나졸린-2-아민; 시스-4-[3-(메틸아미노)아제티딘-1-일]-5,6,6a,7,8,9,10,10a-옥타히드로벤조[h]퀴나졸린-2-아민; 시스-4-[3-(에틸아미노)아제티딘-1-일]-5,6,6a,7,8,9,10,10a-옥타히드로벤조[h]퀴나졸린-2-아민; 4-시스-옥타히드로-6H-피롤로[3,4-6]피리딘-6-일-6,7,7a,8,11,11a-헥사히드로-5H-8,11-에타노벤조[6,7]시클로헵타[1,2-d]피리미딘-2-아민; 4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-6,7,7a,8,11,11a-헥사히드로-5H-8,11-에타노벤조[6,7]시클로헵타[1,2-d]피리미딘-2-아민; 4-피페라진-1-일-6,7,7a,8,11,11a-헥사히드로-5H-8,11-에타노벤조[6,7]시클로헵타[1,2-d]피리미딘-2-아민; 4-시스-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일-6,7,7a,8,9,10,11,11a-옥타히드로-5H-8,11-에타노벤조[6,7]시클로헵타[1,2-d]피리미딘-2-아민; 또는 4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-6,7,7a,8,9,10,11,11a-옥타히드로-5H-8,11-에타노벤조[6,7]시클로헵타[1,2-d]피리미딘-2-아민.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2009/114575에 설명된 것들로부터 선택된다: (R)-4'-(3-(메틸아미노)피롤리딘-1-일)-6',7'-디히드로-5H-스피로[시클로펜탄-1,8'-퀴나졸린]-2'-아민; 4'-(피페라진-1-일)-6',7'-디히드로-5H-스피로[시클로펜탄-1,8'-퀴나졸린]-2'-아민; 4'-(3-(메틸아미노)아제티딘-1-일)-6',7'-디히드로-5H-스피로[시클로펜탄-1,8'-퀴나졸린]-2'-아민; (R)-4'-(3-아미노피롤리딘-1-일)-6'7'-디히드로-5'H-스피로[시클로펜탄-1,8'- 퀴나졸린]-2'-아민; (S)-4'-(3-아미노피롤리딘-1-일)-6'7'-디히드로-5'H-스피로[시클로펜탄-1,8'-퀴나졸린]-2'-아민; 4'-((3aR,6aR)-헥사히드로피롤로[3,4-b]피롤-1(2H)-일)-6l,7l-디히드로-5H-스피로[시클로펜탄-1,8'-퀴나졸린]-2'-아민; 4'-((3aS,6aS)-헥사히드로피롤로[3,4-b]피롤-1(2H)-일)-6'7'-디히드로-5H-스피로[시클로펜탄-1,8'-퀴나졸린]-2'-아민; 4'-(1,4-디아제판-1-일)-6',7'-디히드로-5'H-스피로[시클로펜탄-1,8'-퀴나졸린]-2'-아민; 4'-((4aR,7aR)-테트라히드로-1H-피롤로[3,4-b]피리딘-6(2H,7H,7aH)-일)-6',7'-디히드로-5'H-스피로[시클로펜탄-1,8'-퀴나졸린]-2'-아민; N4'-(1-메틸피페리딘-4-일)-6',7'-디히드로-5H-스피로[시클로펜탄-1,8'-퀴나졸린]-2',4'-디아민; 메틸 4-아미노-1-(2'-아미노-6',7'-디히드로-5'H-스피로[시클로펜탄-1,8'-퀴나졸린]-4'-일)피페리딘-4-카르복실레이트; 4-아미노-1-(2'-아미노-6',7'-디히드로-5H-스피로[시클로펜탄-1,8'-퀴나졸린]-4'-일)피페리딘-4-카르복실산; 4'-(3-아미노아제티딘-1-일)-6',7'-디히드로-5'H-스피로[시클로펜탄-1,8'-퀴나졸린]-2'-아민; 4'-(2-(디메틸아미노)에톡시)-6',7'-디히드로-5'H-스피로[시클로펜탄-1,8'-퀴나졸린]-2'-아민; (R)-4'-(1-메틸피롤리딘-3-일옥시)-6'7'-디히드로-5'H-스피로[시클로펜탄-1,8'-퀴나졸린]-2'-아민; 4-(피페라진-1-일)-5,6,7,8-테트라히드로스피로[시클로헵타[d]피리미딘-9,1'-시클로헥산]-2-아민; (R)-4-(3-아미노피롤리딘-1-일-5,6,7,8-테트라히드로스피로[시클로헵타[d]피리미딘-9,1'-시클로헥산]-2-아민; 4-((4aR,7aR)-테트라히드로-1H-피롤로[3,4-b]피리딘-6(2H,7H,7aH)-일)-5,6,7,8-테트라히드로스피로[시클로헵타[d]피리미딘-9,1'-시클로헥산]-2-아민; 4-(피페라진-1-일)-1',3',5,6,7,8-헥사히드로스피로[시클로헵타[d]피리미딘-9,2'- 인덴]-2-아민; 및 (R)-4-(3-아미노피롤리딘-1-일)-1',3',5,6,7,8- 헥사히드로스피로[시클로헵타[d]피리미딘-9,2'-인덴]-2-아민.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2008/060767에 설명된 것들 중에서 선택된다: 6-메틸-4-[(3R)-3-메틸아미노-피롤리딘-1-일]-5,6-디히드로-벤조[h]퀴나졸린-2-일아민; 6-메틸-4-(3-메틸아미노-아제티딘-1-일)-5,6-디히드로-벤조[h]퀴나졸린-2-일아민; 4-(3-메틸아미노-아제티딘-1-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 6-메틸-4-피페라진-1-일-5,6-디히드로-벤조[h]퀴나졸린-2-일아민; 4-(3-(R)-메틸아미노-피롤리딘-1-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-피페라진-1-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 1-(3-메틸아미노-아제티딘-1-일)-10H-9-옥사-2,4-디아자-페난트렌-3-일아민;
1-{3-(R)-메틸아미노-피롤리딘-1-일)-10H-9-옥사-2,4-디아자-페난트렌-3-일아민; 1-피페라진-1-일-10H-9-옥사-2,4-디아자-페난트렌-3-일아민; 10-플루오로-4-(3-(R)-메틸아미노-피롤리딘-1-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 10-플루오로-4-(3-메틸아미노-아제티딘-1-일)-6,7-디히드로-5H- 벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 10-플루오로-4-피페라진-1-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-[(3S)-3-메틸아미노-피롤리딘-1-일]-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-((3aR,6aR)-1-메틸-헥사히드로-피롤로[3,4-b]피롤-5-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-((3R)-3-아미노-피롤리딘-1-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-((1S,4S)-2,5-디아자-비시클로[2.2.1]헵트-2-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-(3-피페리딘-1-일-피롤리딘-1-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-{(3aR,6aR)-헥사히드로-피롤로[3,4-b]피롤-1-일)-6,7-디히드로-5H- 벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-피페라진-1-일-5,6,7,8-테트라히드로-1,3-디아자-디벤조[a,c]시클로옥텐-2-일아민; 4-피페라진-1-일-6,7,8,9-테트라히드로-5H-1,3-디아자-디벤조[a,c]시클로노넨-2-일아민; 4-(헥사히드로-피롤로[3,4-c]피롤-2-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-{3-(R)-메틸아미노-피롤리딘-1-일)-6,7,8,9-테트라히드로-5H-1,3-디아자-디벤조[a,c]시클로노넨-2-일아민; 4-({R)-3-아미노-피롤리딘-1-일)-6,7,8,9-테트라히드로-5H-1,3-디아자-디벤조[a,c]시클로노넨-2-일아민; 4-{(S)-3'아미노-피롤리딘-1-일)-6,7,8,9-테트라히드로-5H-1,3-디아자- 디벤조[a,c]시클로노넨-2-일아민; 4-(3-메틸아미노-아제티딘-1-일)-6,7,8,9-테트라히드로-5H-1,3-디아자- 디벤조[a,c]시클로노넨-2-일아민; 4-{(3aS,6aS)-헥사히드로-피롤로[3,4-b]피롤-1-일)-6,7,8,9-테트라히드로-5H-1,3-디아자-디벤조[a,c]시클로노넨-2-일아민; 4-((1S,4S)-2,5-디아자-비시클로[2.2.1]헵트-2-일)-6,7,8,9-테트라히드로-5H-1,3-디아자-디벤조[a,c]시클로노넨-2-일아민; 4-{4-메틸-피페라진-1-일)-5,6-디히드로-7-옥사-1,3-디아자-디벤조[a,c]시클로헵텐-2-일아민; 4-피페라진-1-일-5,6-디히드로-7-옥사-1,3-디아자-디벤조[a,c]시클로헵텐-2-일아민; 4-((R)-3-메틸아미노-피롤리딘-1-일)-5,6-디히드로-7-옥사-1,3-디아자-디벤조[a,c]시클로헵텐-2-일아민, 4-(3-메틸아미노-아제티딘-1-일)-5,6-디히드로-7-옥사-1,3-디아자-디벤조[a,c]시클로헵텐-2-일아민; 4-(3-메틸아미노-아제티딘-1-일)-5,6-디히드로-7-티아-1,3-디아자-디벤조[a,c]시클로헵텐-2-일아민; 4-(3-(R)-메틸아미노-피롤리딘-1-일)-5,6-디히드로-7-티아-1,3-디아자-디벤조[a,c]시클로헵텐-2-일아민; 4-{3-(R)-아미노-피롤리딘-1-일)-5,6-디히드로-7-티아-1,3-디아자- 디벤조[a,c]시클로헵텐-2-일아민; 4-피페라진-1-일-5,6-디히드로-7-티아-1,3-디아자-디벤조[a,c]시클로헵텐-2-일아민; 4-(3-메틸아미노-아제티딘-1-일)-7-옥소-6,7-디히드로-5H-7λ-티아-1,3-디아자-디벤조[a,c]시클로헵텐-2-일아민; 4-(3-메틸아미노-아제티딘-1-일)-7,7-디옥소-6,7-디히드로-5H-7λ-티아-1,3-디아자-디벤조[a,c]시클로헵텐-2-일아민; 4-(3-(R)-메틸아미노-피롤리딘-1-일)-5,6-디히드로-벤조[h]퀴나졸린-2-일아민; 4-(3-메틸아미노-아제티딘-1-일)-5t6-디히드로-벤조[h]퀴나졸린-2-일아민;
4-피페라진-1-일-5,6-디히드로-벤조[h]퀴나졸린-2-일아민; 10-클로로-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-5,6-디히드로[1]벤족세피노[5,4-d]피리미딘-2-아민; 10-메틸-4-[(3R)-3-{메틸아미노)피롤리딘-1-일]-5,6-디히드로[1]벤족세피노[5,4-of]피리미딘-2-아민; 10-메톡시-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-5,6- 디히드로[1]벤족세피노[5,4-d]피리미딘-2-아민; 9-클로로-4-[(3R)--3-(메틸아미노)피롤리딘-1-일]-5,6-디히드로[1]벤족세피노[5,4-d]피리미딘-2-아민; 9-메틸-4-[{3R)-3-(메틸아미노)피롤리딘-1-일]-5,6'-디히드로[1]벤족세피노[5,4-d]피리미딘-2-아민; 9-메톡시-4-[(3R)-3-{메틸아미노)피롤리딘-1-일]-5,6- 디히드로[1]벤족세피노[5,4-d]피리미딘-2-아민; 8-클로로-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-5,6-디히드로[1]벤족세피노[5,4-d]피리미딘-2-아민; 8-메틸-4-((R)-3-메틸아미노-피롤리딘-1-일)-5,6-디히드로-7-옥사-1,3-디아자-디벤조[a,c]시클로헵텐-2-일아민; 8-메톡시-4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-5,6- 디히드로[1]벤족세피노[5,4-d]피리미딘-2-아민; 4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-5,6,7,8-테트라히드로벤조[7,8]시클로옥타[1,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-5,6,7,8-테트라히드로벤조[7,8]시클로옥타[1,2-d|피리미딘-2-아민; 4-[(3S)-3-아미노피롤리딘-1-일]-5,6,7,8-테트라히드로벤조[7,8]시클로옥타[1,2-d]피리미딘-2-아민; 4-(3-아미노아제티딘-1-일)-5,6,7,8-테트라히드로벤조[7,8]시클로옥타[1,2- d]피리미딘-2-아민; 4-[(3aR,6aR)-헥사히드로피롤로[3,4-b]피롤-1(2H)-일]-5,6,7,8- 테트라히드로벤조[7,8]시클로옥타[1,2-d]피리미딘-2-아민; 4-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일-6,7-디히드로-5H-벤조[6,7l시클로헵타[1,2-d]피리미딘-2-아민; 4-(2,8-디아자스피로[4.5]데스-8-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-아민; 4-(1,5-디아조칸-1-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘- 2-아민; 4-{4-아미노피페리딘-1-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-아민; N4-(2-아제티딘-2-일에틸)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2,4-디아민; N4-[(2R)-아제티딘-2-일메틸]-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2,4-디아민; N4-(1-메틸피페리딘-4-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타t[1,2-d]피리미딘-2,4-디아민; N4-[(1R,5S)-8-메틸-8-아자비시클로[3.2.1]옥트-3-일]-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2,4-디아민; 4-(5-메틸-1,4-디아제판-1-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2- d]피리미딘-2-아민; 4-(1-메틸-피페리딘-4-일옥시)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-(1-메틸-피페리딘-3-일옥시)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-((R)-1-메틸-피롤리딘-3-일옥시)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-((S)-1-메틸-피롤리딘-3-일옥시)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민, 4-(피페리딘-4-일옥시)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘- 2-일아민; 4-((S)-피롤리딘-3-일옥시)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2- d]피리미딘-2-일아민, 4-(2-디메틸아미노-에톡시)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-(1,9-디아자-스피로[5.5]un데스-9-일)-6,7-디히드로-5H- 벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-((R)-3-디메틸아미노-피롤리딘-1-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-(2,6-디아자-스피로[3.5]논-2-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-(2,5-디아자-스피로[3.5]논-2-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2- d]피리미딘-2-일아민; 4-(옥타히드로-피롤로[3,4-c]피리딘-2-일)-6,7-디히드로-5H- 벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-(옥타히드로-피롤로[1,2-a]피라진-2-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-(3,6-디아자-비시클로[3.2.1]옥트-6-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-(2,6-디아자-비시클로[3.2.1]옥트-2-일)-6,7-디히드로-5H- 벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; N-(4-피페라진-1-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일)-아세트아미드, N-(4-피페라진-1-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일)-벤즈아미드, 4-(5-메틸-옥타히드로-피롤로[3,4-c]피리딘-2-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민, 4-(3-메틸-3,6-디아자-비시클로[3.2.1]옥트-6-일)-6,7-디히드로-5H- 벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민, 2-디메틸아미노-N-(4-피페라진-1-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일)-아세트아미드; 2-메틸아미노-N-(4-피페라진-1-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일)-아세트아미드; 2-아미노-N-(4-피페라진-1-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일)-아세트아미드; 1-메틸-3-(4-피페라진-1-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일)-우레아; 4-아미노-N-(4-피페라진-1-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일)-부티르아미드; 6-{2-피리딘-3-일메틸아미노-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-4-일)옥타히드로-1H-피롤로[3,4-b]피리딘; 3-아미노-N-(4-피페라진-1-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일)-프로피온아미드; 4-[1,4,7]트리아조난-1-일-6,7-디히드로-5H-벤조[6,7]cydo헵타[1,2-d]피리미딘-2-일아민; N,N-디메틸-N'-(4-피페라진-1-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일)-에탄-1,2-디아민; 4-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-5,6-디히드로-7-티아-1,3-디아자-디벤조[a,c]시클로헵텐-2-일아민; 4-((R)-3-메틸아미노-피롤리딘-1-일)-6,7,9,10,11,12-헥사히드로-5H-1,3-디아자-벤조[3,4]시클로헵타[1,2-b]나프탈렌-2-일아민; 4'(옥타히드로-피롤로[3,4-b]피리딘-6-일)-6,7,9,10,11,12-헥사히드로-5H-1,3- 디아자-벤조[3,4]시클로헵타[1,2-b]나프탈렌-2-일아민; 4-피페라진-1-일-6,7,9,10,11,12-헥사히드로-5H-1,3-디아자-벤조[3,4]시클로헵타[1,2-b]나프탈렌-2-일아민; 9-요오도-4-({R)-3-메틸아미노-피롤리딘-1-일)-5,6-디히드로-7-옥사-1,3-디아자- 디벤조[a,c]시클로헵텐-2-일아민; 9-요오도-4-피페라진-1-일-5,6-디히드로-7-옥사-1,3-디아자- 디벤조[a,c]시클로헵텐-2-일아민; 9-요오도-4-옥타히드로-피롤로[3,4-b]피리딘-6-일-5,6-디히드로-7-옥사-1,3-디아자-디벤조[a,c]시클로헵텐-2-일아민; 2,4-디-피페라진-1-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘; 2-아미노-4-옥타히드로-피롤로[3,4-b]피리딘-6-일-5,6-디히드로-7-옥사-1,3-디아자-디벤조[a,c]시클로헵텐e-9-카르보니트릴; 4-옥타히드로-피롤로[3,4-b]피리딘-6-일-9-페닐-5,6-디히드로-7-옥사-1,3-디아자-디벤조[a,c]시클로헵텐-2-일아민; 4-옥타히드로-피롤로[3,4-b]피리딘-6-일-9-피리딘-3-일-5,6-디히드로-7-옥사-1,3-디아자-디벤조[a,c]시클로헵텐-2-일아민; 4-((R)-3-메틸아미노-피롤리딘-1-일)-6,7-디히드로-5-티아-1,3-디아자-디벤조[a,c]시클로헵텐-2-일아민; 2-아미노-4-옥타히드로-피롤로[3,4-b]피리딘-6-일-5,6-디히드로-7-옥사-1,3-디아자- 디벤조[a,c]시클로헵텐e-9-카르복실산 메틸 에스테르; 4-피페라진-1-일-6,7-디히드로-5-티아-1,3-디아자-디벤조[a,c]시클로헵텐-2-일아민; 4-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-6,7-디히드로-5-티아-1,3-디아자-디벤조[a.c]시클로헵텐-2-일아민; 4-((R)-3-메틸아미노-피롤리딘-1-일)-5,5-디옥소-6,7-디히드로-5H-5λ6-티아-1,3-디아자-디벤조[a,c]시클로헵텐-2-일아민; 4-((R)-3-메틸아미노-피롤리딘-1-일)-5-옥소-6,7-디히드로-5-티아-1,3-디아자-디벤조[a,c]시클로헵텐-2-일아민; N4-(3-피페리딘-1-일-프로필)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-]피리미딘-2,4-디아민; 4-(4-디메틸아미노-피페리딘-1-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 10-플루오로-4-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일-6,7-디히드로-5H- 벤조[6,7]시클로헵타[1,2-d]피리미딘-2-아민; 4-[1,4]디아제판-1-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘- 2-일아민; (1R,5S)-4-(3,6-디아자-비시클로[3.2.0]헵트-6-일-6,7-디히드로-5H- 벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 4-피페라진-1-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘; (3aS,6aS)-4-(헥사히드로-피롤로[3,4-b]피롤-1-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; {1S,5S)-4-(3,6-디아자-비시클로[3.2.0]헵트-3-일)-6,7-디히드로-5H- 벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; N4-피페리딘-3-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2,4-디아민; N4-(옥타히드로-이소인돌-4-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2,4-디아민; 메틸-{4-피페라진-1-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일)-아민; 4-{3-(R)-메틸아미노-피롤리딘-1-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘; [1-(6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-4-일)-아제티딘-3-일]-아민; 8,10-디메틸-피페라진-1-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민; 6-{2-(1H-이미다졸-4-일)에틸아미노-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-4-일)옥타히드로-1H-피롤로[3,4-b]피리딘; (2-아미노-4-피페라진-1-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-10-일)-메틸-카르밤산 메틸 에스테르; 10-N-메틸-4-피페라진-1-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2,10-디아민; (2-아미노-4-옥타히드로-피롤로[3,4-b]피리딘-6-일-6,7-디히드로-5H- 벤조[6,7]시클로헵타[1,2-d]피리미딘-10-일)-메틸-카르밤산 메틸 에스테르; 10-N-메틸-4-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2,10-디아민; N-{2-아미노-4-피페라진-1-일-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-11-일)-아세트아미드; 4-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-카르복실산 메틸 에스테르; 4-(옥타히드로-피롤로[3,4-b]피리딘-6-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-카르복실산.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원WO2009137492에 설명된 것들 중에서 선택된다: 4-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일-6,7-디히드로-5H- 티에노[2',3':6,7]시클로헵타[1 ,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-6,7-디히드로-5H-티에노[2',3':6,7]시클로헵타[1,2- d]피리미딘-2-아민; 4-[(3R)-3-(메틸아미노)피롤리딘-l-일]-6,7-디히드로-5H- 티에노[2',3':6,7]시클로헵타[1,2-d]피리미딘-2-아민; 4-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일-6,7-디히드로-5H-퓨로[2',3':6,7]시클로헵타[1,2-d]피리미딘-2-아민; 9-메틸-4-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일-6,7-디히드로-5H-퓨로[2',3':6,7]시클로헵타[1,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-9-메틸-6,7-디히드로-5H-퓨로[2',3':6,7]시클로헵타[1,2-d]피리미딘-2-아민; 4-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일-6,7-디히드로-5H-퓨로[3',2':6,7]시클로헵타[1,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-l-일]-8-메틸-5,6,7,8- 테트라히드로피라졸로[3',4':6,7]시클로헵타[1,2-d]피리미딘-2-아민; 8-3차-부틸-4-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일-5,6,7,8- 테트라히드로피라졸로[3',4':6,7]시클로헵타[1,2-d]피리미딘-2-아민; 4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-8-페닐-5,6,7,8-테트라히드로피라졸로[3',4':6,7]시클로헵타[1,2-d]피리미딘-2-아민; 9-브로모-4-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일-6,7-디히드로-5H-티에노[2',3':6,7]시클로헵타[1,2-d]피리미딘-2-아민; 4-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일-9-페닐-6,7-디히드로-5H- 티에노[2',3':6,7]시클로헵타[1,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-6,7-디히드로-5H-피리도[3',2':6,7]시클로헵타[1,2-d]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-10-메틸-6,7-디히드로-5H-이속사졸로[5',4':6,7]시클로헵타[1,2-d]피리미딘-2-아민; 4-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-6,7-디히드로-5H-티에노[2',3':6,7]시클로헵타[1,2-d]피리미딘-2-아민; 또는 약학적으로 허용가능한 그의 염.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2009123967에 설명된 것들 중에서 선택된다: (R)-4-(3-아미노피롤리딘-1-일)-9,9-디메틸-6,7.8.9-테트라히드로-5H-시클로헵타[d]피리미딘-2-아민; 9,9-디메틸-4-(피페라진-1-일)-6,7,8,9-테트라히드로-5H-시클로헵타[d]피리미딘- 5 2-아민; (R)-4-(3-아미노피롤리딘-1-일)-9,9-디에틸-6,7,8,9-테트라히드로-5H- 시클로헵타[d]피리미딘-2-아민; (R)-4-(3-아미노피롤리딘-1-일)-9,9-디벤질-6,7,8,9-테트라히드로-5H-시클로헵타[d]피리미딘-2-아민; 8-페닐-4-(피페라진-1-일)-6,7,8,9-테트라히드로-5H-시클로헵타[d]피리미딘-2- 아민; 8-페닐-4-(테트라히드로-1 H-피롤로[3,4-b]피리딘-692H,7H,7aH0-일)-6,7,8,9- 테트라히드로-5H-시클로헵타[d]피리미딘-2-아민; 4-((R)-3-(메틸아미노)피롤리딘-1-일)-8-페닐-6,7,8,9-테트라히드로-5H-5-시클로헵타[d]피리미딘-2-아민; 4-(3-아미노아제티딘-1-일)-8-페닐-6,7,8,9-테트라히드로-5H-시클로헵타[d]피리미딘-2-아민; 8-페닐-4-(피페라진-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 8-페닐-4-((4aR,7aR)-테트라히드로-1H-피롤로[3,4-b]피리딘-6(2H,7H,7aH)-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4-((R)-3-(메틸아미노)피롤리딘-1-일)-8-페닐-5,6,7,8-테트라히드로퀴나졸린-2-아민; 8,8-디메톡시-4-(피페라진-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4-(피페라진-1-일)-6,7,8,9-테트라히드로-5H-시클로헵타[d]피리미딘-2-아민; 9-(2-메틸피리딘-4-일)-4-(피페라진-1-일)-6,7,8,9-테트라히드로-5H-시클로헵타[d]피리미딘-2-아민; 메틸 5-(2-아미노-4-(피페라진-1-일)-6,7,8,9-테트라히드로-5H-시클로헵타[d]피리미딘-9-일)니코티네이트; 5-(2-아미노-4-(피페라진-1-일)-6,7,8,9-테트라히드로-5H-시클로헵타[d]피리미딘-9-일)니코틴산; 4-((R)-3-(메틸아미노)피롤리딘-1-일)-9-페닐-6,7,8,9-테트라히드로-5H- 시클로헵타[d]피리미딘-2-아민; 4-(3-(메틸아미노)아제티딘-1-일)-9-페닐-6,7,8,9-테트라히드로-5H- 시클로헵타[d]피리미딘-2-아민; 9-페닐-4-(피페라진-1-일)-6,7,8,9-테트라히드로-5H-시클로헵타[d]피리미딘-2-아민; 9-페닐-4-테트라히드로-1 H-피롤로[3,4-b]피리딘-6(2H,7H,7aH)-6,7,8,9- 테트라히드로-5H-시클로헵타[d]피리미딘-2-아민; 또는 5,9-페닐-4-((4aR,7aR)-테트라히드로-1 H-피롤로[3,4-b]피리딘-6(2H,7H,7aH)-일)-6,7,8,9-테트라히드로-5H-시클로헵타[d]피리미딘-2-아민.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2005/054239에 설명된 것들 중에서 선택된다: 4-[옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-6-페닐피리미딘-2-아민; 4-(3-메톡시페닐)-6- [옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2-아민; 3-{2-아미노-6-[옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-4-일}벤조니트릴; 4-(1-나프틸)-6-[옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2-아민; 4-(3-메틸페닐)-6-[옥타히드로-6H-피롤로 [3,4-b]피리딘-6-일]피리미딘-2-아민; 4-(3-클로로페닐)-6-[옥타히드로-6H-피롤로[3,4-b] 피리딘-6-일]피리미딘-2-아민 ; 4-[옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-6-[3- (트리플루오로메틸)페닐]피리미딘-2-아민 ; 1-(3-{2-아미노-6-[옥타히드로-6H-피롤로[3,4-b] 피리딘-6-일]피리미딘-4-일}페닐)에타논; 4-(3-니트로페닐)-6-[옥타히드로-6H-피롤로 [3,4-b]피리딘-6-일]피리미딘-2-아민; (3-{2-아미노-6-[옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-4-일}페닐)메탄올; 4-(3,4-디클로로페닐)-6-[옥타히드로-6H-피롤로 [3,4-b]피리딘-6-일]피리미딘-2-아민; 4-(4-니트로페닐)-6-[옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2-아민; 4-(3-플루오로페닐)-6-[옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2-아민; 5-메틸-4-[옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-6-페닐피리미딘-2-아민; 4-[옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-6-(3-티에닐)피리미딘-2-아민; 4-(3-클로로페닐)-5-메틸-6-[옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2-아민 ; 5-메틸-4-(3-메틸페닐)-6-[옥타히드로-6H-피롤로 [3, 4-b]피리딘-6-일]피리미딘-2-아민; 4-(3-플루오로페닐)-5-메틸-6-[옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2-아민; 4-(3-아미노피롤리딘-1-일)-6-페닐피리미딘-2-아민; 4-[3- (메틸아미노)아제티딘-1-일]-6-페닐피리미딘-2-아민 ; 4-[3-(디메틸아미노)아제티딘-1-일]-6-페닐피리미딘-2-아민; 4-(3-클로로페닐)-6-[3- (메틸아미노)아제티딘-1-일]피리미딘-2-아민 ; 4-[3-(메틸아미노)아제티딘-1-일]-6-(3-메틸페닐) 피리미딘-2-아민 ; 4-(3-플루오로페닐)-6-[3-(메틸아미노)아제티딘-1-일] 피리미딘-2-아민 ; 4-(3-메톡시페닐)-6-[3-(메틸아미노)아제티딘-1-일]피리미딘-2-아민; 3-{2-아미노-6-[3-(메틸아미노)아제티딘-1-일]피리미딘-4-일}벤조니트릴; 1-(3-{2-아미노-6-[3-(메틸아미노)아제티딘-1-일]피리미딘-4-일}페닐)에타논; 4-[3- (메틸아미노) 아제티딘-1-일]-6-(3-니트로페닐)피리미딘-2-아민; 3-{2-아미노-6-[3- (메틸아미노) 아제티딘-1-일]피리미딘-4-일}페놀; 4-(3-아미노페닐)-6-[3- (메틸아미노)아제티딘-1-일]피리미딘-2-아민 ; 5-플루오로-4-[3-(메틸아미노)아제티딘-1-일]-6-페닐피리미딘-2-아민; 5-메틸-4-[3-(메틸아미노)아제티딘-1-일]-6-페닐피리미딘-2-아민; 4-[3-(메틸아미노)아제티딘-1-일]-6-[3-(트리플루오로메틸)페닐] 피리미딘-2-아민 ; 4-[3-(디메틸아미노)페닐]-6-[3-(메틸아미노)아제티딘-1-일] 피리미딘-2-아민; 4-[3-(메틸아미노)아제티딘-1-일]-6-(1-나프틸)피리미딘-2-아민; 4-[3-(메틸아미노)아제티딘-1-일]-6-(4-메틸페닐)피리미딘-2-아민; 4-(4-클로로페닐)-6-[3-(메틸아미노)아제티딘-1-일]피리미딘-2-아민; 4-(4-플루오로페닐)-6-[3-(메틸아미노)아제티딘-1-일]피리미딘-2-아민; 4-(4-메톡시페닐)-6-[3-(메틸아미노)아제티딘-1-일]피리미딘-2-아민; 4-{2-아미노-6-[3-(메틸아미노)아제티딘-1-일]피리미딘-4-일l벤조니트릴; 4-[3-(메틸아미노)아제티딘-1-일]-6-(4-니트로페닐)피리미딘-2-아민; 및 4-{2-아미노-6-[3-(메틸아미노)아제티딘-1-일]피리미딘-4-일}페놀; 4-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-6-페닐피리미딘-2-아민 트리히드로클로라이드 ; 4-(3-메톡시페닐)-6-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2-아민 트리히드로클로라이드; 3-{2-아미노-6-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-4-일}벤조니트릴 트리히드로클로라이드 ; 4-(1-나프틸)-6-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2-아민 트리히드로클로라이드; 4-(3-메틸페닐)-6-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2-아민 트리히드로클로라이드 ; 4-(3-클로로페닐)-6-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2-아민 트리히드로클로라이드; 4-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-6-[3-(트리플루오로메틸)페닐]피리미딘-2-아민 트리히드로클로라이드; 1-(3-{2-아미노-6-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-4-일}페닐)에타논 트리히드로클로라이드; 4-(3-니트로페닐)-6-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2-아민 트리히드로클로라이드; (3-{2-아미노-6-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-4-일}페닐)메탄올 트리히드로클로라이드; 4-(3,4-디클로로페닐)-6-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2-아민 디히드로클로라이드; 4-(4-니트로페닐)-6-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2-아민 디히드로클로라이드; 4-(3-플루오로페닐)-6-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일] 피리미딘-2-아민 디히드로클로라이드; 5-메틸-4-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-6-페닐피리미딘-2-아민 디히드로클로라이드; 4-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-6-(3-티에닐)피리미딘-2-아민 디히드로클로라이드; 4-(3-클로로페닐)-5-메틸-6-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2-아민 디히드로클로라이드; 5-메틸-4-(3-메틸페닐)-6-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2-아민 디히드로클로라이드; 및 4-(3-플루오로페닐)-5-메틸-6-[(4aR,7aR)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2-아민 디히드로클로라이드.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2005/014556에 설명된 것들 중에서 선택된다: 4-(3-아미노피롤리딘-1-일)-6-페닐피리미딘-2-아민 트리히드로클로라이드 ; 4-[3- (디메틸아미노) 피롤리딘-1-일]-6-페닐피리미딘-2-아민 트리히드로클로라이드 ; 4-[3-(메틸아미노) 피롤리딘-1-일]-6-페닐피리미딘-2-아민 트리히드로클로라이드; 4-[3-(메틸아미노) 피롤리딘-1-일]-6-(3-니트로페닐)피리미딘-2-아민 트리히드로클로라이드; 4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-6-(3-니트로페닐)피리미딘-2-아민 트리히드로클로라이드; 4-[(3S)-3-(메틸아미노)피롤리딘-1-일]-6-(3-니트로페닐)피리미딘-2-아민 트리히드로클로라이드; 4-[(3S)-3-(메틸아미노)피롤리딘-1-일]-6-페닐피리미딘-2-아민 트리히드로클로라이드; 4-[(3R)-3-(메틸아미노)피롤리딘-1-일]-6-페닐피리미딘-2-아민 트리히드로클로라이드 ; 4-[3-(메틸아미노)피롤리딘-1-일]-6-(3-메틸페닐)피리미딘-2-아민 트리히드로클로라이드; 1-(3-{2-아미노-6-[3-(메틸아미노)피롤리딘-1-일]피리미딘-4-일}페닐) 에타논 트리히드로클로라이드; 3-{2-아미노-6-[3-(메틸아미노)피롤리딘-1-일]피리미딘-4-일}페놀 트리히드로클로라이드; (3-{2-아미노-6-[3-(메틸아미노)피롤리딘-1-일]피리미딘-4-일} 페닐)메탄올 트리히드로클로라이드; 및 3-{2-아미노-6-[3-(메틸아미노)피롤리딘-1-일]피리미딘-4-일}벤조니트릴 트리히드로클로라이드; 3-[2-아미노-6-(4-메틸피페라진-1-일)피리미딘-4-일]페놀; 1-{3-[2-아미노-6-(4-메틸피페라진-1-일)피리미딘-4-일]페닐}에타논 ; {3-[2-아미노-6-(4-메틸피페라진-1-일)피리미딘-4-일]페닐}메탄올 ; 4-(4-메틸피페라진-1-일)-6-[3-(트리플루오로메틸)페닐] 피리미딘-2-아민; 4-비페닐-3-일-6-(4-메틸피페라진-1-일)피리미딘-2-아민 트리히드로클로라이드 ; 4-[3-(디메틸아미노)페닐]-6-(4-메틸피페라진-1-일)피리미딘-2-아민; 4-(4-메틸피페라진-1-일)-6-(1-나프틸)피리미딘-2-아민; 및 3-[2-아미노-6-(4-메틸피페라진-1-일) 피리미딘-4-일] 벤조니트릴.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2006/056848에 설명된 것인: (5-클로로-1H-인돌-2-일)-(4-메틸-피페라진-1-일)-메탄온; W002/072548에 설명된 것인: 6-브로모-4-메틸-2-{[(3aR,6aS)-5-메틸헥사히드로피롤로[3,4-c]피롤-2(1H)-일]카르보닐}-1H-벤즈이미다졸 및 6-플루오로-4-메틸-2-{[(3aR,6aS)-5-메틸헥사히드로피롤로[3,4-c]피롤-2(1H)-일]카르보닐}-1H-벤즈이미다졸 중에서 선택된다.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2007/072163에 설명된 것들 중에서 선택된다: N4-(시클로프로필메틸)-6-[(3R)-3-(메틸아미노)피롤리딘-1-일]피리미딘-2,4-디아민, N4-(시클로프로필메틸)-6-[(3R)-3-(메틸아미노)피롤리딘-1-일]피리미딘-2,4-디아민 타르트레이트, N4-이소부틸-6-[(3R)-3-(메틸아미노)피롤리딘-1-일]피리미딘-2,4-디아민, N4-(2,2-디메틸프로필)-6-[(3R)-3-(메틸아미노)피롤리딘-1-일]피리미딘-2,4-디아민-N-이소부틸-6-[(3R)-3-(메틸아미노)피롤리딘-1-일]피리미딘-4-아민, N-(시클로프로필메틸)-6-[(3R)-3-(메틸아미노)피롤리딘-1-일]피리미딘-4-아민, N4-(2,2-디메틸프로필)-6-[(4aR*,7aR*)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2,4-디아민, N4-시클로프로필-6-[(4aR*,7aR*)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2,4-디아민, N4-시클로부틸-6-[(4aR*,7aR*)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2,4-디아민, N4-(2,2-디메틸프로필)-6-[3-(메틸아미노)아제티딘-1-일]피리미딘-2,4-디아민, 6-(3-메틸아미노-아제티딘-1-일)-N4-(3,3,3-트리플루오로-프로필)-피리미딘-2,4-디아민, N4-시클로프로필메틸-6-(3-메틸아미노-아제티딘-1-일)-피리미딘-2,4-디아민, N4-(3,3-디메틸-부틸)-6-(3-메틸아미노-아제티딘-1-일)-피리미딘-2,4-디아민, N4-(3-플루오로-벤질)-6-(3-메틸아미노-아제티딘-1-일)-피리미딘-2,4-디아민, N4-시클로펜틸메틸-6-(3-메틸아미노-아제티딘-1-일)-피리미딘-2,4-디아민, N4-이소부틸-6-[3-(메틸아미노)아제티딘-1-일]피리미딘-2,4-디아민, 6-[3-(메틸아미노)아제티딘-1-일]-N4-프로필피리미딘-2,4-디아민, N4-(2-메톡시벤질)-6-[3-(메틸아미노)아제티딘-1-일]피리미딘-2,4-디아민, N4-(2,2-디메틸프로필)-6-[(3R)-3-메틸피페라진-1-일]피리미딘-2,4-디아민, N4-에틸-6-(4-메틸피페라진-1-일)피리미딘-2,4-디아민, N4-(시클로프로필메틸)-6-(4-메틸피페라진-1-일)피리미딘-2,4-디아민, 6-[3-(메틸아미노)아제티딘-1-일]-N4-(2-메틸부틸)피리미딘-2,4-디아민, N4-(2,5-디플루오로벤질)-6-[3-(메틸아미노)아제티딘-1-일]피리미딘-2,4-디아민, N4-(2,3-디플루오로벤질)-6-[3-(메틸아미노)아제티딘-1-일]피리미딘-2,4-디아민, N4-부틸-6-[3-(메틸아미노)아제티딘-1-일]피리미딘-2,4-디아민, 6-[(3R)-3-(메틸아미노)피롤리딘-1-일]-N4-(2-메틸시클로프로필)피리미딘-2,4-디아민, N4-이소부틸-6-(4-메틸-1,4-디아제판-1-일)피리미딘-2,4-디아민, N4- (시클로프로필메틸)-6-(3-피롤리딘-1-일아제티딘-1-일)피리미딘-2,4-디아민, N4-비시클로[1.1.1]펜트-1-일-6-[(3R)-3-(메틸아미노)피롤리딘-1-일]피리미딘-2,4-디아민, 6-[3-메틸-3-(메틸아미노)아제티딘-1-일]-N4-프로필피리미딘-2,4-디아민, N4-(2,2-디메틸프로필)-6-(헥사히드로피롤로[1,2-a]피라진-2(1H)-일)피리미딘-2,4-디아민, N4- (2,2-디메틸프로필)-6-(3-피롤리딘-1-일아제티딘-1-일)피리미딘-2,4-디아민, N4-(2,2-디메틸프로필)-6-[3-(이소프로필아미노)아제티딘-1-일]피리미딘-2,4-디아민, N4-(3차-부틸)-6-[(3R)-3-(메틸아미노)피롤리딘-1-일]피리미딘-2,4-디아민, 6-[(3R)-3-(메틸아미노)피롤리딘-1-일]-N4-(1-메틸시클로프로필)피리미딘-2,4-디아민, N4-(3차-부틸)-6-[(4aS*,7aS*)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2,4-디아민, N4-(2,2-디메틸프로필)-6-피페라진-1-일피리미딘-2,4-디아민, N4-(2,2-디메틸프로필)-6-[3-(methyI아미노)아제티딘-1-일]피리미딘-2,4-디아민 히드로클로라이드, N4-(2,2-디메틸프로필)-6-[(3aR*,7aS*)-옥타히드로-5H-피롤로[3,2-c]피리딘-5-일]피리미딘-2,4-디아민, 6-피페라진-1-일-N4-프로필피리미딘-2,4-디아민, N4-(시클로프로필메틸)-6-[4aR,7aR]-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2,4-디아민, N4-(2,2-디메틸프로필)-6-[(4aS,7aS)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2,4-디아민 N4-(시클로프로필메틸)-6-[(3R)-3-(메틸아미노)피롤리딘-1-일]피리미딘-2,4-디아민, N4-이소프로필-6-[(4aS,7aS)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2,4-디아민, 4-[3-(메틸아미노)아제티딘-1-일]-6-(4-메틸피페리딘-1-일)피리미딘-2-아민, N4-(시클로펜틸메틸)-6-[(3R)-3-(메틸아미노)피롤리딘-1-일]피리미딘-2,4-디아민, N4-시클로부틸-6-[(4aS,7aS)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2,4-디아민, 6-[(3R)-3-(메틸아미노)피롤리딘-1-일]-N4-프로필피리미딘-2,4-디아민, 및 N4-에틸-6-(4-메틸-1,4-디아제판-1-일)피리미딘-2,4-디아민.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2008/074445에 설명된 것들 중에서 선택될 수 있다: 4-(4-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 8-클로로-4-(4-메틸-피페라진-1-일)-벤조[4,5]퓨로[3,2-d]피리미딘-2-일아민; 4-(4-메틸피페라진-1-일)피리도[3',2':4,5]퓨로[3,2-d]피리미딘-2-아민; 8-클로로-4-(4-메틸피페라진-1-일)[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-클로로-4-[(3S)-3-메틸피페라진-1-일][1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-메톡시-4-피페라진-1-일[1]벤조퓨로[3,2-d]피리미딘-2-아민, 비스 아세테이트 염; N4-1-아자비시클로[2.2.2]옥트-3-일-8-클로로[1]벤조퓨로[3,2-d]피리미딘-2,4-디아민; 4-(3-아미노피롤리딘-1-일)-8-메톡시[1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-(3-아미노피롤리딘-1-일)-7-클로로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 7-클로로-4-피페라진-1-일[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-클로로-4-피페라진-1-일[1]벤조퓨로[3,2-d]피리미딘-2-아민, 디히드로클로라이드; 8-(2-메톡시에톡시)-4-피페라진-1-일[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-에톡시-4-피페라진-1-일[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-클로로-4-(3-에틸피페라진-1-일)[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-클로로-4-[(3S)-3-이소프로필피페라진-1-일][1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-클로로-4-피페라진-1-일[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-클로로-4-(1,4-디아제판-1-일)[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-클로로-4-[(3aR,6aS)-헥사히드로피롤로[3,4-c]피롤-2(1H)-일][1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-클로로-[(3S)-3-메틸-1,4-디아제판-1-일][1]벤조퓨로[3,2-d]피리미딘-2-아민; (8-클로로-N4-[2-(메틸아미노)에틸][1]벤조퓨로[3I2-c0피리미딘-2,4-디아민 ; 8-클로로-N4-피롤리딘-3-일[1]벤조퓨로[3,2-d]피리미딘-2,4-디아민 ; (7-클로로-4-(4-메틸피페라진-1-일)[1]벤조퓨로[3,2-d]피리미딘-2-아민, 포르메이트 염; 2-아미노-4-(3-아미노피롤리딘-1-일)[1]벤조퓨로[3,2-d]피리미딘-8-올; 4-(4-메틸-피페라진-1-일)-5H-인데노[1,2-d]피리미딘-2-일아민; 8-클로로-4-(4-메틸-피페라진-1-일)-5H-인데노[1,2-d]피리미딘-2-일아민; 8-브로모-4-[(3S)-3-메틸피페라진-1-일][1]벤조퓨로[3,2-d]피리미딘-2-아민); 8-브로모-4-피페라진-1-일[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-브로모-4-(1,4-디아제판-1-일)[1]벤조퓨로[3,2-d]피리미딘-2-아민; 메틸-2-아미노-4-[(3S)-3-메틸피페라진-1-일][1]벤조퓨로[3,2-d]피리미딘-8-카르복실레이트; 메틸-2-아미노-4-(1,4-디아제판-1-일)[1]벤조퓨로[3,2-d]피리미딘-8-카르복실레이트; 2-아미노-4-[(3S)-3-메틸피페라진-1-일][1]벤조퓨로[3,2-d]피리미딘-8-카르복실산; 4-(4-메틸피페라진-1-일)[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-클로로-4-(4-메틸피페라진-1 -일)[1 ]벤조퓨로[3,2-d]피리미딘-2-아민; 4-(4-메틸피페라진-1 -일)-5H-인데노[1,2-d]피리미딘-2-아민; 8-클로로-4-[(3R)-3-메틸피페라진-1-일][1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-(3-아미노피롤리딘-1-일)-7-클로로[1]벤조퓨로[3,2-d]피리미딘-2-아민; 7-클로로-4-피페라진-1-일[1]벤조퓨로[3,2-d]피리미딘-2-아민; 7-클로로-4-(4-메틸피페라진-1-일)[1]벤조퓨로[3,2-d]피리미딘-2-아민, 포름산 염; 4-(4-메틸피페라진-1-일)피리도[3',2':4,5]퓨로[3,2-d]피리미딘-2-아민; 8-클로로-4-[(3aR,6aS)-헥사히드로피롤로[3,4-c]피롤-2(1H)-일][1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-클로로-4-(4-메틸피페라진-1-일)-5H-인데노[1,2-d]피리미딘-2-아민; 8-클로로-4-[(3S)-3-메틸-1,4-디아제판-1-일][1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-(3-아미노피롤리딘-1-일)-8-메톡시[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-클로로-4-피페라진-1-일[1]벤조퓨로[3,2-d]피리미딘-2-아민; 2-아미노-4-(3-아미노피롤리딘-1-일)[1]벤조퓨로[3,2-d]피리미딘-8-올; 8-클로로-N4-[2-(메틸아미노)에틸][1]벤조퓨로[3,2-d]피리미딘-2,4-디아민; 8-클로로-4-(1,4-디아제판-1-일)[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-메톡시-4-피페라진-1-일[1]벤조퓨로[3,2-d]피리미딘-2-아민, 디아세테이트; 8-클로로-4-[(3S)-3-메틸피페라진-1-일][1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-클로로-4-피페라진-1-일[1]벤조퓨로[3,2-d]피리미딘-2-아민, 디히드로클로라이드; 8-브로모-4-[(3S)-3-메틸피페라진-1-일][1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-브로모-4-피페라진-1-일[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-브로모-4-(1,4-디아제판-1-일)[1]벤조퓨로[3,2-d]피리미딘-2-아민; 메틸-2-아미노-4-[(3S)-3-메틸피페라진-1-일][1]벤조퓨로[3,2-d]피리미딘-8- 카르복실레이트; 메틸-2-아미노-4-(1,4-디아제판-1-일)[1]벤조퓨로[3,2-d]피리미딘-8-카르복실레이트; 2-아미노-4-[(3S)-3-메틸피페라진-1-일][1]벤조퓨로[3,2-d]피리미딘-8-카르복실산; 8-에톡시-4-피페라진-1-일[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-클로로-4-[(3S)-3-메틸-1,4-디아제판-1-일][1]벤조퓨로[3,2-d]피리미딘-2-아민; 4-(3-아미노피롤리딘-1-일)-8-메톡시[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-클로로-4-피페라진-1-일[1]벤조퓨로[3,2-d]피리미딘-2-아민; 2-아미노-4-(3-아미노피롤리딘-1-일)[1]벤조퓨로[3,2-d]피리미딘-8-올; 8-클로로-N4-[2-(메틸아미노)에틸][1]벤조퓨로[3,2-d]피리미딘-2,4-디아민; 8-클로로-4-(1,4-디아제판-1-일)[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-메톡시-4-피페라진-1-일[1]벤조퓨로[3,2-d]피리미딘-2-아민, 디아세테이트; 8-클로로-4-[(3S)-3-메틸피페라진-1-일][1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-클로로-4-피페라진-1-일[1]벤조퓨로[3,2-cy]피리미딘-2-아민, 디히드로클로라이드; 8-브로모-4-[(3S)-3-메틸피페라진-1-일][1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-브로모-4-피페라진-1-일[1]벤조퓨로[3,2-d]피리미딘-2-아민; 8-브로모-4-(1,4-디아제판-1-일)[1]벤조퓨로[3,2-d]피리미딘-2-아민.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2008/031556에 설명된 것들 중에서 선택된다: 4-(4-메틸피페라진-1-일)-6-피페리딘-1-일피리미딘-2-아민; 4-(1,3-디히드로-2H-이소인돌-2-일)-6-(4-메틸피페라진-1-일)피리미딘-2-아민; 4-(4-메틸피페라진-1-일)-6-(4-메틸피페리딘-1-일)피리미딘-2-아민; 4-[4-(2-메톡시페닐)피페리딘-1-일]-6-(4-메틸피페라진-1-일)피리미딘-2-아민; 4-(3,4-디히드로이소퀴놀린-2(1H)-일)-6-(4-메틸피페라진-1-일)피리미딘-2-아민; 4-(5-플루오로-1,3-디히드로-2H-이소인돌-2-일)-6-(4-메틸피페라진-1-일)피리미딘-2-아민; 4-(3-아미노피롤리딘-1-일)-6-(1,3-디히드로-2H-이소인돌-2-일)피리미딘-2-아민 ; 4-(4-메틸피페라진-1-일)-6-(2-메틸피롤리딘-1-일)피리미딘-2-아민; 4-(2-에틸피페리딘-1-일)-6-(4-메틸피페라진-1-일)피리미딘-2-아민; 4-[3-(2-메톡시페닐)피롤리딘-1-일]-6-(4-메틸피페라진-1-일)피리미딘-2-아민; 4-[3-(4-클로로페닐)피롤리딘-1-일]-6-(4-메틸피페라진-1-일)피리미딘-2-아민; 4-(2-메틸피롤리딘-1-일)-6-피페라진-1-일피리미딘-2-아민; 4-(4-메틸피페라진-1-일)-6-[(2R)-2-메틸피롤리딘-1-일]피리미딘-2-아민; 4-(4-메틸피페라진-1-일)-6-[(2S)-2-메틸피롤리딘-1-일]피리미딘-2-아민; 4-(2,6-디메틸피페리딘-1-일)-6-(4-메틸피페라진-1-일)피리미딘-2-아민; 4-(6-아자비시클로[3.2.1]옥트-6-일)-6-(4-메틸피페라진-1-일)피리미딘-2-아민; 4-아제판-1-일-6-(4-메틸피페라진-1-일)피리미딘-2-아민; 1-[2-아미노-6-(4-메틸피페라진-1-일)피리미딘-4-일]-4-(4-클로로페닐)피페리딘-4-올; 4-(4-메틸피페라진-1-일)-6-(3-페닐피페리딘-1-일)피리미딘-2-아민; N4-시클로헥실-6-(헥사히드로피롤로[1,2-a]피라진-2(1H)-일)피리미딘-2,4-디아민; N4-아다만탄-1-일-6-(4-메틸피페라진-1-일)피리미딘-2,4-디아민; 6-(4-메틸피페라진-1-일)- N4-(1,3,3-트리메틸비시클로[2.2.1]헵트-2-일)피리미딘-2,4- 디아민; N4-아다만탄-2-일-6-(4-메틸피페라진-1-일)피리미딘-2,4-디아민; 6-(4-메틸피페라진-1-일)-N4(1R;4R)(1,7,7-트리메틸비시클로[2.2.1]헵트-2-일)피리미딘-2,4-디아민; N4-시클로헥실-N4-메틸-6-(4-메틸피페라진-1-일)피리미딘-2,4-디아민; 4-(7-아자비시클로[2.2.1]헵트-7-일)-6-(4-메틸피페라진-1-일)피리미딘-2-아민; 4-(3-아미노피롤리딘-1-일)-6-(5-플루오로-1,3-디히드로-2H-이소인돌-2-일)피리미딘-2-아민; 4-(헥사히드로피롤로[1,2-a]피라진-2(1H)-일)-6-(2-메틸피롤리딘-1-일)피리미딘-2-아민; N4-1-아자비시클로[2.2.2]옥트-3-일-6-(1,3-디히드로-2H-이소인돌-2-일)피리미딘-2,4-디아민; 4-(3-메틸-3,4-디히드로이소퀴놀린-2(1H)-일)-6-(4-메틸피페라진-1-일)피리미딘-2-아민; N4-1-아자비시클로[2.2.2]옥트-3-일-6-(2-메틸피롤리딘-1-일)피리미딘-2,4-디아민; 6-(2-메틸피롤리딘-1-일)-N4-피롤리딘-3-일피리미딘-2,4-디아민; 4-[4-(메틸아미노)피페리딘-1-일]-6-(2-메틸피롤리딘-1-일)피리미딘-2-아민; 4-(1,3-디히드로-2H-이소인돌-2-일)-6-[4-(메틸아미노)피페리딘-1-일]피리미딘-2-아민; 4-(1,3-디히드로-2H-이소인돌-2-일)-6-(4-메틸-1,4-디아제판-1-일)피리미딘-2-아민; 6-[(3R)-3-아미노피롤리딘-1-일]-N4-시클로헥실피리미딘-2,4-디아민 트리아세테이트 염; 4(R)-(3-메틸-3,4-디히드로이소퀴놀린-2(1H)-일)-6-(4-메틸피페라진-1-일)피리미딘-2-아민 ; 4(S)-(3-메틸-3,4-디히드로이소퀴놀린-2(1H)-일)-6-(4-메틸피페라진-1-일)피리미딘-2-아민; N4-시클로헥실-N6-[2-(디메틸아미노)에틸]피리미딘-2,4,6-트리아민; N4-시클로헥실-6-[4-(메틸아미노)피페리딘-1-일]피리미딘-2,4-디아민; 6-[(3S)-3-아미노피롤리딘-1-일]- N4-시클로헥실피리미딘-2,4-디아민; N4-시클로펜틸-6-(4-메틸피페라진-1-일)피리미딘-2,4-디아민; N4-시클로펜틸- N4-메틸-6-(4-메틸피페라진-1-일)피리미딘-2,4-디아민; N4-시클로헵틸-6-(4-메틸피페라진-1-일)피리미딘-2,4-디아민; 4-[(1R*,5S*)-8-아자비시클로[3.2.1]옥트-8-일]-6-(4-메틸피페라진-1-일)피리미딘-2-아민; N4-[(1R*,2S*,4S*)-비시클로[2.2.1]헵트-2-일]-6-(4-메틸피페라진-1-일)피리미딘-2,4- 디아민; N4-비시클로[2.2.1]헵트-2-일-6-(4-메틸피페라진-1-일)피리미딘-2,4-디아민; N4-[(1R*,2S*,4S*)-비시클로[2.2.1]헵트-2-일]-N6-디메틸아미노J에틸l피리미딘-2,4- 트리아민; N4-[(1R*,2S*,4S*)-비시클로[2.2.1]헵트-2-일]-6-[(3aR*,6aS*)- 헥사히드로피롤로[3,4-c]피롤-2(1H)-일]피리미딘-2,4-디아민; 4-시클로헥실-6-(4-메틸피페라진-1-일)피리미딘-2-아민; 4-아다만탄-2-일-6-(4-메틸피페라진-1-일)피리미딘-2-아민; 4-이소프로필-6-(4-메틸피페라진-1-일)피리미딘-2-아민; 4-(1-메틸펜틸)-6-(4-메틸피페라진-1-일)피리미딘-2-아민; 4-시클로펜틸-6-(4-메틸피페라진-1-일)피리미딘-2-아민; 4-(1-에틸프로필)-6-(4-메틸피페라진-1-일)피리미딘-2-아민; 4-시클로헥실-6-(헥사히드로피롤로[1,2-a]피라진-2(1H)-일)피리미딘-2-아민; 4-시클로헥실-6-(4-메틸-1,4-디아제판-1-일)피리미딘-2-아민; 4-시클로헥실-6-(4-에틸피페라진-1-일)피리미딘-2-아민; 4-시클로헥실-6-[3-(디메틸아미노)피롤리딘-1-일]피리미딘-2-아민; 6-시클로헥실-N4-메틸-N4-(1-메틸피롤리딘-3-일)피리미딘-2,4-디아민; 6-시클로헥실-N4-(1-메틸피페리딘-4-일)피리미딘-2,4-디아민; 4(R)-(4-메틸피페라진-1-일)-6-(1-페닐에틸)피리미딘-2-아민; 4(S)-(4-메틸피페라진-1-일)-6-(1-페닐에틸)피리미딘-2-아민 ; 4-(3-아미노피롤리딘-1-일)-6-시클로프로필피리미딘-2-아민; 4-시클로프로필-6-[3-(메틸아미노)피롤리딘-1-일]피리미딘-2-아민; 4-(3-아미노피롤리딘-1-일)-6-(4-메틸시클로헥스-1-엔-1-일)피리미딘-2-아민 디-트리플루오로아세트산 염; 6-시클로헥스-1-엔-1-일-N4-[2-(디메틸아미노)에틸]피리미딘-2,4-디아민 ; 4-3차-부틸-6-(4-메틸피페라진-1-일)피리미딘-2-아민 아세테이트 염; 4-3차-부틸-6-[3-(메틸아미노)피롤리딘-1-일]피리미딘-2-아민 아세테이트 염; 4-[아다만탄-2-일]-6-[(3S)-3-아미노피롤리딘-1-일]피리미딘-2-아민; 4-[아다만탄-2-일]-6-[(3S)-3-(메틸아미노)피롤리딘-1-일]피리미딘-2-아민; 4-시클로헵트-1-엔-1-일-6-(4-메틸피페라진-1-일)피리미딘-2-아민; 4-시클로펜틸-6-(3-메틸피페라진-1-일)피리미딘-2-아민; 4-(3-아미노아제티딘-1-일)-6-시클로헥스-1-엔-1-일피리미딘-2-아민; 4-시클로헥실-6-(3-메틸피페라진-1-일)피리미딘-2-아민; 4-(3-아미노아제티딘-1-일)-6-시클로헥실피리미딘-2-아민; 4-(4-메틸피페라진-1-일)-6-(1,2,3,4-테트라히드로나프탈렌-2-일)피리미딘-2-아민; 4-[3-(메틸아미노)피롤리딘-1-일]-6-(1,2,3,4-테트라히드로나프탈렌-2-일)피리미딘-2-아민; 4-(3-아미노피롤리딘-1-일)-6-(1 ,2,3,4-테트라히드로나프탈렌-2-일)피리미딘-2-아민; 4-시클로펜틸-6-[(3S)-3-메틸피페라진-1-일]피리미딘-2-아민; 4-시클로펜틸-6-[(3R)-3-메틸피페라진-1-일]피리미딘-2-아민; 4-시클로헥실-6-[(2S)-2-메틸피페라진-1-일]피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-6-[(1E)-3,3-디메틸부트-1-엔-1-일]피리미딘-2-아민 ; 4-[3-(아미노메틸)아제티딘-1-일]-6-시클로헥실피리미딘-2-아민 ; 4-(3-아미노아제티딘-1-일)-6-시클로펜틸피리미딘-2-아민 ; 4-시클로펜틸-6-(3-에틸피페라진-1-일)피리미딘-2-아민; 4-시클로펜틸-6-[(3S)-3-이소프로필피페라진-1-일]피리미딘-2-아민; 4-시클로펜틸-6-(3,8-디아자비시클로[3.2.1]옥트-3-일)피리미딘-2-아민; N4-(2,3-디히드로-1H-인덴-2-일)-6-[3-메틸아미노)피롤리딘-1-일]피리미딘-2,4-디아민; 4-시클로펜틸-6-[(3S)-3-이소부틸피페라진-1-일]피리미딘-2-아민; 4-시클로펜틸-6-[3-(에틸아미노)아제티딘-1-일]피리미딘-2-아민; 6-(4-메틸피페라진-1-일)-N4-(테트라히드로-2H-피란-4-일)피리미딘-2,4-디아민; 6-(4-메틸피페라진-1-일)-N4-(테트라히드로-2H-피란-4-일)피리미딘-2,4-디아민 아세테이트; N4-시클로헥실-6-(4-메틸피페라진-1-일)피리미딘-2,4-디아민; 4-(1,3-디히드로-2H-이소인돌-2-일)-6-피페라진-1-일피리미딘-2-아민; 4-(3-아미노피롤리딘-1-일)-6-(2-메틸피롤리딘-1-일)피리미딘-2-아민; 4-[3-(메틸아미노)피롤리딘-1-일]-6-(2-메틸피롤리딘-1-일)피리미딘-2-아민; 6-(3-아미노피롤리딘-1-일)-N4-[(1R*,2S*,4S*)-비시클로[2.2.1]헵트-2-일]피리미딘-2,4-디아민; N4-[(1R*,2S*,4S*)-비시클로[2.2.1]헵트-2-일]-6-[3-(메틸아미노)피롤리딘-1-일]피리미딘-2,4-디아민; 6-[(3S)-3-아미노피롤리딘-1-일]-N4-[(1R*,2S*,4S*)-비시클로[2.2.1]헵트-2-일]피리미딘-2,4-디아민; 6-[(3R)-3-아미노피롤리딘-1-일]-N4-[(1R*,2S*,4S*)-비시클로[2.2.1]헵트-2-일]피리미딘-2,4-디아민; 6-[(3S)-3-아미노피롤리딘-1-일]-N4-[(1R*,2R*,4S*)-비시클로[2.2.1]헵트-2-일]피리미딘-2,4-디아민; 6-[(3R)-3-아미노피롤리딘-1-일]-N4-[(1R*,2R*,4S*)-비시클로[2.2.1]헵트-2-일]피리미딘-2,4-디아민; N4-[exo-비시클로[2.2.1]헵트-2-일]-6-[(3S)-3-(메틸아미노)피롤리딘-1-일]피리미딘-2,4- 디아민; N4-[(1R*,2S*,4S*)-비시클로[2.2.1]헵트-2-일]-6-[3R]-3-(메틸아미노)피롤리딘-1-일]피리미딘-2,4-디아민; N4-[(1R*,2S*,4S*)-비시클로[2.2.1]헵트-2-일]-6-[(3S)-3-(메틸아미노)피롤리딘-1-일]피리미딘-2,4-디아민; N4-[(1R*,2S*,4S*)-비시클로[2.2.1]헵트-2-일]-6-[(3R)-3-(메틸아미노)피롤리딘-1-일]피리미딘-2,4-디아민; N4-[(1R*,2S*,4S*)-비시클로[2.2.1]헵트-2-일]-6-(3-메틸피페라진-1-y)피리미딘-2,4-디아민; N4-[(1R*,2R*,4S*)-비시클로[2.2.1]헵트-2-일]-6-(1,4-디아제판-1-일)피리미딘-2,4-디아민; N4-[(1R*,2R*,4S*)-비시클로[2.2.1]헵트-2-일]-6-((4aR*,7aR*)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일)피리미딘-2,4-디아민; N4-[(1R*,2R*,4S*)-비시클로[2.2.1]헵트-2-일]-6-(헥사히드로피롤로[1,2-a]피라진-2(1H)-일)피리미딘-2,4-디아민; N4-[(1R*,2R*,4S*)-비시클로[2.2.1]헵트-2-일]-6-피페라진-1-일-피리미딘-2,4-디아민; 4-(3-아미노피롤리딘-1-일)-6-시클로펜틸피리미딘-2-아민; 4-아다만탄-2-일-6-(3-아미노피롤리딘-1-일)피리미딘-2-아민; 4-시클로펜틸-6-[3-(메틸아미노)피롤리딘-1-일]피리미딘-2-아민; 4-[(3S)-3-아미노피롤리딘-1-일]-6-시클로헥실피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-6-시클로헥실피리미딘-2-아민; 4-(3-아미노피롤리딘-1-일)-6-(시클로헥실메틸)피리미딘-2-아민; 4-시클로펜틸-6-피페라진-1-일피리미딘-2-아민; 4-[아다만탄-2-일]-6-[(3R)-3-(메틸아미노)피롤리딘-1-일]피리미딘-2-아민; 4-[아다만탄-2-일]-6-[(3R)-3-아미노피롤리딘-1-일]피리미딘-2-아민; 4-(시클로펜틸메틸)-6-(3-메틸피페라진-1-일)피리미딘-2-아민; 4-(3-아미노피롤리딘-1-일)-6-(시클로펜틸메틸)피리미딘-2-아민; 4-시클로헥실-6-[3-(메틸아미노)아제티딘-1-일]피리미딘-2-아민; 4-시클로펜틸-6-[(4aR*,7aR*)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2-아민; 4-시클로헥실-6-(1,4-디아제판-1-일)피리미딘-2-아민; 4-시클로펜틸-6-(1,4-디아제판-1-일)피리미딘-2-아민; 6-시클로펜틸-N4-[2-(메틸아미노)에틸]피리미딘-2,4-디아민 ; 4-[(3R)-3-아미노피롤리딘-1 -일]-6-시클로헥스-1-엔-1-일피리미딘-2-아민; N4-시클로헥실-6-(4-메틸피페라진-1-일)피리미딘-2,4-디아민; 4-(1,3-디히드로-2H-이소인돌-2-일)-6-피페라진-1-일피리미딘-2-아민; 4-(3-아미노피롤리딘-1-일)-6-(2-메틸피롤리딘-1-일)피리미딘-2-아민; 4-[3-(메틸아미노)피롤리딘-1-일]-6-(2-메틸피롤리딘-1-일)피리미딘-2-아민; 6-(3-아미노피롤리딘-1-일)-N4-[(1R*,2S*,4S*)-비시클로[2.2.1]헵트-2-일]피리미딘-2,4-디아민; N4-[(1R*,2S*,4S*)-비시클로[2.2.1]헵트-2-일]-6-[3-(메틸아미노)피롤리딘-1-일]피리미딘-2,4-디아민; 6-[(3S)-3-아미노피롤리딘-1-일]-N4-[(1R*,2S*,4S*)-비시클로[2.2.1]헵트-2-일]피리미딘-2,4-디아민; 6-[(3R)-3-아미노피롤리딘-1-일]-N4-[(1R*,2S*,4S*)-비시클로[2.2.1]헵트-2-일]피리미딘-2,4-디아민; 6-[(3S)-3-아미노피롤리딘-1-일]-N4-[(1 R*,2R*,4S*)-비시클로[2.2.1]헵트-2-일]피리미딘-2,4-디아민; 6-[(3R)-3-아미노피롤리딘-1-일]-N4-[(1R*,2R*,4S*)-비시클로[2.2.1]헵트-2-일]피리미딘-2,4-디아민; N4-[exo-비시클로[2.2.1]헵트-2-일]-6-[(3S)-3-(메틸아미노)피롤리딘-1-일]피리미딘-2,4-디아민; N4-[(1R*,2R*,4S*)-비시클로[2.2.1]헵트-2-일]-6-[(3R)-3-(메틸아미노)피롤리딘-1-일]피리미딘-2,4-디아민; N4-[(1R*,2S*,4S*)-비시클로[2.2.1]헵트-2-일]-6-[(3S)-3-(메틸아미노)피롤리딘-1-일]피리미딘-2,4-디아민; N4-[(1R,2S*,4S*)-비시클로[2.2.1]헵트-2-일]-6-[(3R)-3-(메틸아미노)피롤리딘-1-일]피리미딘-2,4-디아민; N4-[(1R*,2R*,4S*)-비시클로[2.2.1]헵트-2-일]-6-(3-메틸피페라진-1-일)피리미딘-2,4- 디아민; N4-[(1R*,2R*,4S*)-비시클로[2.2.1]헵트-2-일]-6-(1,4-디아제판-1-일)피리미딘-2,4-디아민; N4-[(1R*,2R*,4S*)-비시클로[2.2.1]헵트-2-일]-6-((4aR*,7aR*)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일)피리미딘-2,4-디아민; N4-[(1R*,2R*,4S*)-비시클로[2.2.1]헵트-2-일]-6-(헥사히드로피롤로[1,2-a]피라진-2(1H)-일)피리미딘-2,4-디아민; N4-[(1R*,2R*,4S*)-비시클로[2.2.1]헵트-2-일]-6-피페라진-1-일피리미딘-2,4-디아민; 4-(3-아미노피롤리딘-1-일)-6-시클로펜틸피리미딘-2-아민; 4-아다만탄-2-일-6-(3-아미노피롤리딘-1-일)피리미딘-2-아민; 4-시클로펜틸-6-[3-(메틸아미노)피롤리딘-1-일]피리미딘-2-아민; 4-[(3S)-3-아미노피롤리딘-1-일]-6-시클로헥실피리미딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-6-시클로헥실피리미딘-2-아민; 4-(3-아미노피롤리딘-1-일)-6-(시클로헥실메틸)피리미딘-2-아민; 4-시클로펜틸-6-피페라진-1-일피리미딘-2-아민; 4-[아다만탄-2-일]-6-[(3R)-3-(메틸아미노)피롤리딘-1-일]피리미딘-2-아민; 4-[아다만탄-2-일]-6-[(3R)-3-아미노피롤리딘-1-일]피리미딘-2-아민; 4-(시클로펜틸메틸)-6-(3-메틸피페라진-1-일)피리미딘-2-아민; 4-(3-아미노피롤리딘-1-일)-6-(시클로펜틸메틸)피리미딘-2-아민; 4-시클로헥실-6-[3-(메틸아미노)아제티딘-1-일]피리미딘-2-아민; 4-시클로펜틸-6-[(4aR*,7aR*)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]피리미딘-2-아민; 4-시클로헥실-6-(1,4-디아제판-1 -일)피리미딘-2-아민; 4-시클로펜틸-6-(1,4-디아제판-1-일)피리미딘-2-아민; 6-시클로펜틸-N4-(메틸아미노)에틸]피리미딘-2,4-디아민 ; 4-[(3R)-3-아미노피롤리딘-1-일]-6-시클로헥스-1-엔-1-일피리미딘-2-아민.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2008122378에 설명된 것들 중에서 선택된다: 6-시클로헥스-1-엔-1-일-4-[3-(메틸아미노)피롤리딘-1-일]피리딘-2-아민; 6-(4-클로로페닐)-4-(4-메틸피페라진-1-일)피리딘-2-아민; 6-(4-메틸시클로헥스-1-엔-1-일)-4-(4-메틸피페라진-1-일)피리딘-2-아민; 6-아다만탄-2-일-4-(4-메틸피페라진-1-일)피리딘-2-아민; 4-(3-아미노피롤리딘-1-일)-6-시클로헥스-1-엔-1-일피리딘-2-아민; 6-(3-메틸페닐)-4-(4-메틸피페라진-1-일)피리딘-2-아민; 4-[(3R)-3-아미노피롤리딘-1-일]-6-(4-클로로페닐)피리딘-2-아민; 4-(4-메틸피페라진-1-일)-6-(4-메틸피페리딘-1-일)피리딘-2-아민; N-시클로헵틸-4-(4-메틸피페라진-1-일)피리딘-2,6-디아민; 4-[3-(메틸아미노)피롤리딘-1-일]-6-(2-메틸피롤리딘-1-일)피리딘-2-아민; 4-(4-메틸피페라진-1-일)-6-(2-메틸피롤리딘-1-일)피리딘-2-아민; 4-[3-(메틸아미노)피롤리딘-1-일]-6-(4-메틸피페리딘-1-일)피리딘-2-아민; 4-[(3-메틸아미노)피롤리딘-1-일]-6-(4-트리플루오로메틸페닐)피리딘-2-아민; 4-[(3-메틸아미노)피롤리딘-1-일]-6-(4-트리플루오로메톡시페닐)피리딘-2-아민; 6-(4-클로로페닐)-4-[(3-메틸아미노)피롤리딘-1-일)피리딘-2-아민; 4-[(3-메틸아미노)피롤리딘-1-일]-6-(3-메틸페닐)피리딘-2-아민; N-시클로헵틸-4-(4-메틸피페라진-1-일)피리딘-2,6-디아민; 4-[3-(메틸아미노)피롤리딘-1-일]-6-(2-메틸피롤리딘-1-일)피리딘-2-아민; 4-[(3-메틸아미노)피롤리딘-1-일]-6-(3-메틸페닐)피리딘-2-아민; 6-시클로헥스-1-엔-1-일-4-[3-(메틸아미노)피롤리딘-1-일]피리딘-2-아민; 6-(4-클로로페닐)-4-[(3-메틸아미노)피롤리딘-1-일)피리딘-2-아민.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2009047255에 설명된 것들로부터 선택된다: 4-(4-메틸피페라진-1-일)-7-페닐-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4-(3-아미노아제티딘-1-일)-7-페닐-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4-(3-아미노피롤리딘-1-일)-7-페닐-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4-[(4aR*,7aR*)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-7-페닐-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4-(3-메틸피페라진-1-일)-7-페닐-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7-(3-클로로페닐)-4-(4-메틸피페라진-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7-(3-클로로페닐)-4-(1,4-디아제판-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7-(3-클로로페닐)-4-[(4aR*,7aR*)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-5, 6,7,8- 테트라히드로퀴나졸린-2-아민; 7,7-디메틸-4-(4-메틸피페라진-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4-(1,4-디아제판-1-일)-7,7-디메틸-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4-(3-아미노피롤리딘-1-일)-7,7-디메틸-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7,7-디메틸-4-[(4aR*,7aR*)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-5,6,7,8- 테트라히드로퀴나졸린-2-아민; 4-(3-아미노피롤리딘-1-일)-7-(3-클로로페닐)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7,7-디메틸-4-(3-메틸피페라진-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7,7-디메틸-4-피페라진-1-일-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7-(2-클로로페닐)-4-(4-메틸피페라진-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7-(2-클로로페닐)-4-(1,4-디아제판-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4-(3-아미노피롤리딘-1-일)-7-(2-클로로페닐)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4-(1,4-디아제판-1-일)-7-(4-플루오로페닐)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7-(4-플루오로페닐)-4-(4-메틸피페라진-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4-피페라진-1-일-7-피리딘-2-일-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4-(4-메틸피페라진-1-일)-7-피리딘-2-일-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4-(1,4-디아제판-1-일)-7-피리딘-2-일-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7-(5-클로로-2-티에닐)-4-피페라진-1-일-5,6,7,8-테트라히드로퀴나졸린-2-아민; 5-(5-클로로-2-티에닐)-4-피페라진-1-일-5,6,7,8-테트라히드로퀴나졸린-2-아민; 5-(5-클로로-2-티에닐)-4-(4-메틸피페라진-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7-(5-클로로-2-티에닐)-4-(4-메틸피페라진-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 5-(5-클로로-2-티에닐)-4-(1,4-디아제판-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7-(5-클로로-2-티에닐)-4-(1,4-디아제판-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7-(4-플루오로페닐)-4-[(4aR*,7aR*)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-5,6,7,8- 테트라히드로퀴나졸린-2-아민 트리플루오로아세트산 염; 7-(4-플루오로페닐)-N-4-[2-(메틸아미노)에틸]-5,6,7,8-테트라히드로퀴나졸린-2,4-디아민; 7,7-디메틸-N-4-[2-(메틸아미노)에틸]-5,6,7,8-테트라히드로퀴나졸린-2,4-디아민; 4-(헥사히드로피롤로[3,4-c]피롤-2(1H)-일)-7,7-디메틸-5,6,7,8-테트라히드로퀴나졸린-2- 아민; 7,7-디메틸-4-[(3S)-3-메틸-1,4-디아제판-1-일]-5,6,7,8-테트라히드로퀴나졸린-2-아민; 8,8-디메틸-4-(3-메틸피페라진-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4-(3-아미노아제티딘-1-일)-8,8-디메틸-5,6,7,8-테트라히드로퀴나졸린-2-아민; 8,8-디메틸-N-4-피페리딘-4-일-5,6,7,8-테트라히드로퀴나졸린-2,4-디아민; 8,8-디메틸-N-4-피롤리딘-3-일-5,6,7,8-테트라히드로퀴나졸린-2,4-디아민; 8,8-디메틸-4-[(3S)-3-메틸피페라진-1-일]-5,6,7,8-테트라히드로퀴나졸린-2-아민; 6,6-디메틸-4-(4-메틸피페라진-1-일)-6,7-디히드로-5H-시클로펜타[d]피리미딘-2-아민; 4-(4-메틸피페라진-1-일)-7-[4-(트리플루오로메틸)피리미딘-2-일]-5,6,7,8-테트라히드로피리도[3,4-d]피리미딘-2-아민; 7,7-디메틸-4-(4-메틸피페라진-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4-(1,4-디아제판-1-일)-7,7-디메틸-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4-(3-아미노피롤리딘-1-일)-7,7-디메틸-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7,7-디메틸-4-[(4aR*,7aR*)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7,7-디메틸-4-(3-메틸피페라진-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7,7-디메틸-4-피페라진-1-일-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7-(5-클로로-2-티에닐)-4-피페라진-1-일-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7-(5-클로로-2-티에닐)-4-(1,4-디아제판-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4-(3-아미노아제티딘-1-일)-7,7-디메틸-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7-이소부틸-4-피페라진-1-일-5,6,7,8-테트라히드로퀴나졸린-2-아민; 8,8-디메틸-4-(4-메틸피페라진-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4-(1,4-디아제판-1-일)-8,8-디메틸-5,6,7,8-테트라히드로퀴나졸린-2-아민 비스 아세트산 염; 7,7-디메틸-4-[3-(메틸아미노)피롤리딘-1-일]-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7,7-디메틸-4-[(3S)-3-메틸피페라진-1-일]-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4-(1,4-디아제판-1-일)-7-이소부틸-5,6,7,8-테트라히드로퀴나졸린-2-아민 아세트산 염; 7-이소부틸-4-(4-메틸피페라진-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민 아세트산 염; 7,7-디메틸-4-[3-(메틸아미노)아제티딘-1-일]-5,6,7,8-테트라히드로퀴나졸린-2-아민; 8,8-디메틸-4-[(4aR*,7aR*)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-5,6,7,8-테트라히드로퀴나졸린-2-아민; 4'-(4-메틸피페라진-1-일)-5',8'-디히드로-6'H-스피로[시클로헥산-1,7'-퀴나졸린]-2'-아민; 4'-[(4aR*,7aR*)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-5',8'-디히드로-6'H- 스피로[시클로헥산-1,7'-퀴나졸린]-2'-아민; 4'-[(3S)-3-메틸피페라진-1-일]-5',8'-디히드로-6'H-스피로[시클로헥산-1,7'-퀴나졸린]-2'-아민 비스 아세트산 염; 4'-(1,4-디아제판-1-일)-5',8'-디히드로-6'H-스피로[시클로헥산-1,7'-퀴나졸린]-2'-아민 비스 아세트산 염; 4'-피페라진-1-일-5',8'-디히드로-6'H-스피로[시클로헥산-1,7'-퀴나졸린]-2'-아민 비스 아세트산 염; 4'-[3-(메틸아미노)아제티딘-1-일]-5',8'-디히드로-6'H-스피로[시클로헥산-1,7'-퀴나졸린]-2'-아민 비스 아세테이트 염; 4-(3-아미노피롤리딘-1-일)-7-이소부틸-5,6,7,8-테트라히드로퀴나졸린-2-아민 비스 아세테이트 염; 7-이소프로필-4-(4-메틸피페라진-1-일)-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7-이소프로필-4-[(3S)-3-메틸피페라진-1-일]-5,6,7,8-테트라히드로퀴나졸린-2-아민 비스 아세트산 염; 7-이소프로필-4-[(4aR*,7aR*)-옥타히드로-6H-피롤로[3,4-b]피리딘-6-일]-5,6,7,8-테트라히드로퀴나졸린-2-아민; 7-이소프로필-4-[3-(메틸아미노)아제티딘-1-일]-5,6,7,8-테트라히드로퀴나졸린-2-아민; 3차-부틸-4-(2-아미노-7,7-디메틸-5,6,7,8-테트라히드로퀴나졸린-4-일)-1,4-디아제판-1-카르복실레이트.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2008/003702에 설명된 것들 중에서 선택된다 : 4-아미노-6-클로로-2-(4-메틸피페라지닐)-퀴나졸린, 2-(4-메틸피페라지닐)-4-페녹시퀴나졸린, 4-(벤질옥시)-2-(4-메틸피페라지닐)-퀴나졸린, 2-(4-메틸피페라지닐)-퀴놀린, 2-(4-메틸피페라지닐)-퀴녹살린, 6-클로로-2-(4-메틸-피페라지닐)-퀴놀린, 6-클로로-2-(4-메틸피페라지닐)-퀴녹살린, 2-(4-메틸피페라지닐)-퀴나졸린, 3-(4-메틸피페라지닐)-이소퀴놀린, 1-(4-메틸피페라지닐)-이소퀴놀린, 3-벤질-2-(4-메틸피페라지닐)-퀴녹살린, 6,7-디클로로-2-메톡시-3-(4-메틸피페라지닐)-퀴녹살린 및 7-클로로-2-메톡시-3-(4- 메틸피페라지닐)-퀴녹살린.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2006/050965에 설명된 것들로부터 선택된다: 8-클로로-2-메틸-4-(4-메틸피페라진-1-일)벤조[4,5]퓨로[3,2-d]피리미딘; 8-클로로-4-(4-메틸피페라진-l-일)벤조[4,5]퓨로[3,2-d]피리미딘; 4-(4-메틸피페라진-1-일)벤조[4,5]퓨로[3,2-d]피리미딘; 6-클로로-l-(4-메틸피페라진-l-일)-9H-2,4,9-트리아자플루오렌; 4-(피페라진-l-일)벤조[4,5]퓨로[3,2-d]피리미딘; 4-(피페라진-l-일)벤조[4,5]티에노[3,2-d]피리미딘; 8-클로로-4-(1,4-디아제판-1-일)벤조[4,5]티에노[3,2-d]피리미딘; 8-클로로-2-시클로프로필-4-(4-메틸피페라진-1-일)벤조[4,5]퓨로[3,2-d]피리미딘; 8-클로로-4-(4-메틸피페라진-l-일)-2-트리플루오로메틸벤조[4,5]퓨로[3,2-d]피리미딘; 8-클로로-4-(1-메틸피페리딘-4-일)벤조[4,5]퓨로[3,2-d]피리미딘; 8-클로로-4-[(1S,4S)-2,5-디아자비시클로[2.2.1]헵트-2-일]벤조[4,5]퓨로[3,2-d]피리미딘; 8-클로로-4-(3-메틸피페라진-1-일)벤조[4,5]퓨로[3,2-d]피리미딘; 8-클로로-4-[(1S,4S)-5-메틸-2,5-디아자비시클로[2.2.1]헵트-2-일]벤조[4,5]퓨로[3,2-d]피리미딘; 8-클로로-4-(3,4-디메틸피페라진-l-일)벤조[4,5]퓨로[3,2-d]피리미딘; 8-클로로-4-(1-메틸피롤리딘-3-일)벤조[4,5]퓨로[3,2-d]피리미딘; 8-클로로-4-(8-메틸-3,8-디아자비시클로[3.2.1]옥트-3-일)벤조[4,5]퓨로[3,2-d]피리미딘; 8-클로로-4-[(1R,4R)-5-메틸-2,5-디아자비시클로[2.2.1]헵트-2-일]벤조[4,5]퓨로[3,2-d]피리미딘; 8-클로로-4-[5-메틸-2,5-디아자비시클로[2.2.2]옥트-2-일]벤조[4,5]퓨로[3,2-d]피리미딘; 및 8-클로로-4-[5-메틸-2,5-디아자비시클로[3.2.1]옥트-2-일]벤조[4,5]퓨로[3,2-d]피리미딘.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2005/014579에 설명된 것들로부터 선택된다: 4-(1H-이미다졸-4-일메톡시)-1-(1-옥소-3-페닐부틸)-피페리딘 ; 4-(1H-이미다졸-4-일메톡시)-1-[[4-(트리플루오로메틸)페닐]아세틸]-피페리딘; 1-[2-(4-히드록시페닐)-1-옥소프로필]-4-[(5-메틸-1H-이미다졸-4-일)메톡시]-피페리딘; 1-[(4-플루오로페닐)아세틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-[(2-클로로페닐)아세틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-[(4-클로로페닐)아세틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 4-(H-이미다졸-4-일메톡시)-1-(페닐아세틸)-피페리딘; 1-(4-시클로헥실벤조일)-4-(1H-이미다졸-4-일메톡시)-피페리딘 ; 1-[(3,4-디클로로페닐) 아세틸]-4-(H-이미다졸-4-일메톡시)-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[(4-메틸페닐)아세틸]-피페리딘; 1-[(3,4-디플루오로페닐)아세틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-[(2,4-디플루오로페닐)아세틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[(4'-프로필[1,1'-비페닐]-4-일)카르보닐]-피페리딘; 1-[2-(4-히드록시페닐)-1-옥소프로필]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-[(2E)-3-(3,4-디클로로페닐)-1-옥소-2-프로페닐]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-[3-(2,4-디클로로페닐)-1-옥소프로필]-4-(1H-이미다졸-4-일메톡시)-피페리딘 ; 1-[(2, 4-디클로로페닐)아세틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-[(2-브로모페닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-[(3-브로모-2-티에닐)메틸]-4-[(5-메틸-1H-이미다졸-4-일)메톡시]-피페리딘 ; 1-[(3-브로모-2-티에닐)메틸]-4-(lH-이미다졸-4-일메톡시)-피페리딘; 1-[(4-에티닐페닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[[3-(4-메틸페녹시)페닐]메틸]-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[[4-(2-프로페닐옥시)페닐]메틸]-피페리딘; 4-[[4-(1H-이미다졸-4-일메톡시)-1-피페리디닐]메틸]-페놀; 4-(1H-이미다졸-4-일메톡시)-1-[(2-메톡시페닐)메틸]-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[[3-(4-메톡시페녹시)페닐]메틸]-피페리딘; 1-[(2,3-디클로로페닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘 ; 1-[(2-클로로-4-플루오로페닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-(2-디벤조퓨라닐메틸)-4-(1H-이미다졸-4-일메톡시)-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[[2-(메틸티오)페닐]메틸]-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-(티에노 [2, 3-b] [l] 벤조티엔-2-일메틸)-피페리딘; 1-[(2-클로로-5-니트로페닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1H-피롤, 2-[[4-(1H-이미다졸-4-일메톡시)-1-피페리디닐]메틸]-1-[(4- 메틸페닐)설포닐]-; 2-에톡시-6-[[4-(1H-이미다졸-4-일메톡시)-1-피페리디닐]메틸]-페놀; 1-(1,3-벤조디옥솔-5-일메틸)-4-(1H-이미다졸-4-일메톡시)-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[[4-(페닐메톡시)페닐]메틸]-피페리딘; 1-[[2-플루오로-4-(트리플루오로메틸)페닐] 메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘 ; 1-[(4-브로모페닐)메틸]-4-(IH-이미다졸-4-일메톡시)-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[(4-메틸페닐)메틸]-피페리딘; 4-(H-이미다졸-4-일메톡시)-1-(2-티에닐메틸)-피페리딘; 1-[(4-클로로페닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-[(2-클로로-6-플루오로페닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[(3-메틸-2-티에닐)메틸]-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-(2-나프탈레닐메틸)-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-(1-나프탈레닐메틸)-피페리딘 ; 4- (1 H-이미다졸-4-일메톡시)-1- [ (2-니트로페닐) 메틸]-피페리딘 ; 4-(1 H-이미다졸-4-일메톡시)-1-(3-티에닐메틸)-피페리딘 ; I-( [1, 1'-비페닐]-4-일메틸)-4- (1H-이미다졸-4-일메톡시)-피페리딘 ; 1-[(2,5-디플루오로페닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘 ; 4- (1H-이미다졸-4-일메톡시)-1-[(3-페녹시페닐)메틸]-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[(3-메틸페닐)메틸]-피페리딘; 1-(2-퓨라닐메틸)-4-(1 H-이미다졸-4-일메톡시)-피페리딘; 1-[(2,6-디클로로페닐) 메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-[(4-플루오로페닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-[(3-플루오로페닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-(3-퓨라닐메틸)-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-[(4-에틸페닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[(2-메틸페닐)메틸]-피페리딘; 1-[(3-클로로페닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[(5-메틸-2-티에닐)메틸]-피페리딘; 1-[(4-브로모-2-티에닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-([2, 2'-비티오펜]-5-일메틸)-4-(1H-이미다졸-4-일메톡시)-피페리딘; 3,5-디클로로-2-[[4-(1H-이미다졸-4-일메톡시)-1-피페리디닐]메틸]-페놀; 1-[(3,4-디플루오로페닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-[(3,5-디플루오로페닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-[(6-클로로-1,3-벤조디옥솔-5-일)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-[[4-[4-(1,1-디메틸에틸)-2-티아졸릴]페닐]메틸]-4-(1H-이미다졸-4-일메톡시)- 피페리딘; 4-(1H-이미다졸-4-일메톡시)-1- [(1-메틸-1H-피롤-2-일) 메틸]-피페리딘; 1H-인돌,3-[[4-(1H-이미다졸-4-일메톡시)-1-피페리디닐]메틸]-1-(페닐메틸)-; 1-[(5-클로로-2-티에닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-(1,3-벤조디옥솔-4-일메틸)-4-(1H-이미다졸-4-일메톡시)-피페리딘; 2-티오펜카르보니트릴, 3-[[4-[[4-(1H-이미다졸-4-일메톡시)-1-피페리디닐]메틸]페녹시]메틸]-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[[5-(페닐에티닐)-2-티에닐]메틸]-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[[5-(4-니트로페닐)-2-퓨라닐]메틸]-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[[5-(5-(3-니트로페닐)-2-퓨라닐]메틸]-피페리딘; 1-[(4-클로로-1H-피라졸-3-일) 메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-[(4-브로모-1-메틸-1H-피라졸-3-일)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-[(4-브로모-1H-피라졸-3-일)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 2-[[4-(1H-이미다졸-4-일메톡시)-1-피페리디닐]메틸]-벤조니트릴; 4-(1H-이미다졸-4-일메톡시)-1-[(4-요오도페닐)메틸]-피페리딘; 1-[(5-에틸-2-티에닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[[5-(메틸티오)-2-티에닐]메틸]-피페리딘; 1-[[1-(3,5-디클로로페닐)-1H-피롤-2-일]메틸]-4-(1H-이미다졸-4-일메톡시)- 피페리딘; 1-[[1-(4-클로로페닐)-lH-피롤-2-일]메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[[4-(페닐에티닐)-2-티에닐]메틸]-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[(3-페녹시-2-티에닐)메틸]-피페리딘; 1-[[2-클로로-5-(트리플루오로메틸)페닐]메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[(4-프로폭시페닐)메틸]-피페리딘; 2-[[4-(1H-이미다졸-4-일메톡시)-1-피페리디닐]메틸]-페놀; 1-[(2,4-디플루오로페닐) 메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 3-[[4-(1H-이미다졸-4-일메톡시)-1-피페리디닐]메틸]-2-티오펜카르보니트릴 ; 1-(benzolb?] 티엔-3-일메틸)-4-(l H-이미다졸-4-일메톡시)-피페리딘 ; 2-클로로-3-[[4-(1H-이미다졸-4-일메톡시)-1-피페리디닐]메틸]-피리딘 ; 3-[[4-(1H-이미다졸-4-일메톡시)-1-피페리디닐]메틸]-2-(2-프로페닐)-페놀 ; 1- [ (4-클로로-3-플루오로페닐) 메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[[4-(트리플루오로메톡시)페닐]메틸]-피페리딘; 1-[(2,6-디플루오로페닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘 ; 1- [ (4-브로모-2-플루오로페닐) 메틸]-4- (1H-이미다졸-4-일메톡시)-피페리딘; 1-[(2, 2-디플루오로-1,3-벤조디옥솔-5-일)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 1-[(4-부톡시페닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 4-(1H-이미다졸-4-일메톡시)-1-[(2, 3, 5-tri클로로페닐) 메틸]-피페리딘; 1-[(2,5-디클로로페닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘; 4-(H-이미다졸-4-일메톡시)-1-[[2-(트리플루오로메틸)페닐)메틸]-피페리딘, 또는 1-[(4-클로로-2-니트로페닐)메틸]-4-(1H-이미다졸-4-일메톡시)-피페리딘 또는 약학적으로 허용가능한 그의 염 또는 용매화합물.
또 다른 실시상태에서, 선택적 히스타민 H4 길항제는 국제특허출원 WO2009107767에 설명된 것들로부터 선택된다.
특정 실시상태에서, 히스타민 H4 수용체 길항제는 Herman D. 등 (2005)에 설명된 1-[(5-클로로-1H-벤즈이미다졸-2-일)카르보닐]-4-메틸피페라진 (JNJ 10191584 또는 VUF 6002라고도 칭해짐)이다. 이 선택적 길항제는 인간의 히스타민 H4 수용체에 대해 높은 친화성으로 결합한다(Ki = 26 nM). 이 친화성은 H3 수용체 (Ki = 14.1μM) 에 비해 540배 더 선택적인 것이다(Zhang M. 등 2007).
특정 실시상태에서, 선택적 히스타민 H4 수용체 길항제는 Robin L. 등 (2004)에 설명된 1-[(5-클로로-1H-인돌-2-일)카르보닐]-4-메틸피페라진 (JNJ 7777120라고도 칭함)이다.
특정 실시상태에서, 선택적 히스타민 H4 수용체 길항제는 Cowart MD. 등 (2008)에 의해 설명된 4-((3R)-3-아미노피롤리딘-1-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민 (A-943931이라고도 칭함)이다
특정 실시상태에서, 선택적 히스타민 H4 수용체 길항제는 Liu H 등 (2008)에 설명된 바와 같은 시스-4-(피페라진-1-일)-5,6,7a,8,9,10,11,11a-옥타히드로벤조퓨로[2,3-h]퀴나졸린-2-아민 (A-987306라고도 칭함)이다.
또 다른 실시상태에서, 선택적 히스타민 H4 수용체 길항제는 히스타민 H4 수용체 활성화를 차단하는 항체(이 용어는 항체 단편을 포함한다)으로 이루어져 있을 수 있다.
특히, 선택적 히스타민 H4 수용체 길항제는 히스타민 H4 수용체의 리간드 또는 히스타민 H4 수용체에 대한 항체로 이루어져 있을 수 있으므로, 상기 항체가 상기 수용체에 대한 H4 리간드의 결합을 훼손할 수 있다.
히스타민 H4 수용체에 지향된 항체들은 숙주 동물, 특히 예컨대 돼지, 소, 말, 토끼, 염소, 양 및 마우스로부터 선택된 숙주 동물에 대한 적절한 항원이나 에피토프를 투여하는 공지 방법에 따라 얻을 수 있다. 기술 분야에 공지인 여러 가지 아쥬반트들은 항체 생산을 증강시키는데 사용될 수 있다. 본 발명을 실시하는데 유용한 항체들은 폴리클로날일 수 있지만 모노클로날 항체가 바람직하다. 히스타민 H4, 또는 히스타민 H4 수용체의 리간드에 대한 모노클로날 항체는 배지에서 연속 세포주에 의해 항체 분자를 생산할 수 있는 기술을 이용하여 제조 및 분리할 수 있다. 이러한 제조 및 분리 기술의 비제한적인 예는 Kohler 및 Milstein (1975)에 의해 최초로 설명된 바 있으며; 인간의 B-세포 하이브리도마 기술(Cote 등, 1983); 및 EBV-하이브리도마 기술(Cole 등 1985)도 들 수 있다. 별법으로, 단일 사슬 항체를 생산하는 기술(예컨대, 미국특허 제4,946,778)을 응용하여 항H4, 또는 항H4 리간드 단일 사슬 항체를 만들어낼 수도 있다. 본 발명을 실시하는데 유용한 히스타민 H4 수용체 길항제로는 항H4, 또는 항H4 리간드 항체 단편을 들 수 있으며 이의 비제한적인 예로 고유의 항체 분자를 펩신 분해하여 생산가능한 F(ab')2 단편 및 F(ab')2 단편의 디설파이드 브릿지를 환원시킴으로써 생산가능한 Fab 단편을 들 수 있다. 별법으로, Fab 및/또는 scFv 발현 라이브러리를 구축하여 히스타민 H4 수용체에 대하여 소망되는 특이성을 갖는 단편들을 신속하게 동정해낼 수 있다.
인간화된 항히스타민 H4 수용체 또는 항H4 리간드 항체 및 그의 항체 단편 역시 공지 기술에 따라 제조가능하다. "인간화 항체"는 비인간(예컨대 설치류) 면역글로불린으로부터 유도된 최소 서열을 함유하는 비인간 키메라 항체 형태이다. 인간화 항체는 대부분, 수혜자의 과가변부(hypervariable region)(CDRs)로부터의 잔기가, 원하는 특이성, 친화성 및 용량을 갖는, 마우스, 래트, 토끼 또는 비인간 영장류와 같은 비인간종(공여자 항체)의 과가변부로부터의 잔기에 의해 대체된 것이다. 몇 가지 경우에 있어서, 인간 면역글로불린의 기본골격부(FR) 잔기는 대응하는 비인간 잔기에 의해 대체된다. 또한, 인간화 항체는 수혜자 항체나 공여자 항체에서는 발견되지 않는 잔기들을 포함할 수 있다. 이러한 변형은 항체 성능을 더욱 정교하게 만들기 위해 가해진다. 일반적으로, 인간화 항체는 과가변부 루프의 전부 또는 실질적으로 전부가 비인간 면역글로불린의 그것에 해당하고 FR의 전부 또는 실질적으로 전부는 인간 면역글로불린 서열의 FR인 것인, 적어도 1개 및 일반적으로 2개의 가변 도메인을 실질적으로 모두 포함하여 이루어진다. 인간화 항체는 또한 임의로 인간 면역글로불린의 불변부인 면역글로불린 불변부(Fc)의 적어도 일부도 포함한다. 인간화 항체를 만드는 방법은 예컨대 Winter (U.S. Pat. No. 5,225,539) 및 Boss (Celltech, U.S. Pat. No. 4,816,397)에 의해 설명된 바 있다.
이어서, 전술한 바와 같이 히스타민 H4 수용체에 대하여 항체를 만든 후에는, 당업자는 히스타민 H4 수용체 활성화를 차단하는 것들을 쉽게 선별해낼 수 있다.
또 다른 실시상태에서 선택적 히스타민 H4 수용체 길항제는 압타머(aptamer)이다. 압타머는 분자 인식 관점에서 항체의 대용물질을 나타내는 분자 부류이다. 압타머는 높은 친화도와 특이성으로 모든 부류의 표적 분자를 실질적으로 인식할 수 있는 능력이 있는 올리고뉴클레오타이드 또는 올리고펩타이드 서열이다. 이러한 리간드는 Tuerk C. 및 Gold L., 1990에 설명된 바와 같이, 무작위 서열 라이브러리의 Systematic Evolution of Ligand by EXponential enrichment (SELEX)에 의하여 분리될 수 있다. 무작위 서열 라이브러리는 DNA의 복합적인 화학 합성에 의해 얻을 수 있다. 이러한 라이브러리에서, 각각의 멤버는 선형 올리고머로서 그 독특한 서열이 화학적으로 변형되게 된다. 이 부류의 분자의 가능한 변형예, 용도 및 장점이 Jayasena S.D., 1999에 보고된 바 있다. 펩타이드 압타머는 2 가지 하이브리드 방법에 의해 복합 라이브러리로부터 선택되는 이. 콜라이 티오레독신 A와 같은, 플랫폼 단백질에 의해 표시되는, 그 공간배열이 구속되어 있는 항체 가변부로 이루어져 있다(Colas 등, 1996).
이어서 전술한 바와 같이 히스타민 H4 수용체에 대해 지향된 압타머를 구축한 후, 당업자는 히스타민 H4 수용체 활성화를 차단하는 것들을 용이하게 선택할 수 있다.
본 발명의 또 다른 구체예는 히스타민 H4 수용체 유전자 발현 억제제의 용도에 관한 것이다.
서열 상동성이 낮은 히스타민 수용체(H1, H2, H3 또는 H4), 본 발명에 따라 이용가능한 히스타민 H4 수용체 유전자 발현 억제제는, 다른 히스타민 수용체(H1, H2, 또는 H3) 발현과 비교할 때, 히스타민 H4 수용체 유전자 발현을 유리하게 선택적으로 억제한다.
본 발명에 사용가능한 히스타민 H4 수용체 유전자 발현 억제제는 안티센스 올리고뉴클레오타이드 구축물에 기초할 수 있다. 안티센스 RNA 분자 및 안티센스 DNA 분자를 비롯한 안티센스 올리고뉴클레오타이드는 히스타민 H4 수용체 mRNA에 결합함으로 해서 단백질 번역을 방지하거나 mRNA 분해를 증가시켜 히스타민 H4 수용체 mRNA의 번역을 직접 차단함으로 해서, 히스타민 H4 수용체의 수준을 감소시키고, 따라서 세포 내에서의 그의 활서어 역시 감소시킨다. 예를 들어, 히스타민 H4 수용체를 코딩하는 mRNA 전사체 서열의 독특한 대역에 상보적이며 적어도 약 15개의 염기로 된 안티센스 올리고뉴클레오타이드는 통상적인 포스포디에스테르 기술에 의해 합성되어 예컨대 정맥주사 또는 주입에 의해 투여될수 있다. 서열이 알려진 유전자의 유전자 발현을 특이적으로 억제기 위하여 안티센스 기술을 사용하는 방법은 기술 분야에 잘 알려져 있다(예컨대, 미국특허 Nos. 6,566,135; 6,566,131; 6,365,354; 6,410,323; 6,107,091; 6,046,321; 및 5,981,732 참조).
작은 억제 RNAs (siRNAs) 역시 본 발명에 사용가능한 히스타민 H4 수용체 유전자 발현 억제제로서 기능할 수 있다. 히스타민 H4 수용체 유전자 발현은 대상자 또는 세포를 작은 이중가닥 RNA(dsRNA), 또는 작은 이중가닥 RNA를 생산하는 벡터 또는 구축물과 접촉시킴으로써, 히스타민 H4 수용체 유전자 발현이 특이적으로 억제되도록 함으로써 저감될 수 있다 (즉 RNA 간섭 또는 RNAi). 적절한 dsRNA 또는 dsRNA-코딩 벡터가 서열이 공지된 유전자에 대해 기술 분야에 잘 알려져 있다(예컨대 Tuschl, T. 등 (1999); Elbashir, S. M. 등 (2001); Hannon, GJ. (2002); McManus, MT. 등 (2002); Brummelkamp, TR. 등 (2002); 미국특허 Nos. 6,573,099 및 6,506,559; 및 국제특허출원Nos. WO 01/36646, WO 99/32619, 및 WO 01/68836 참조).
리보자임 역시도 본 발명에서 사용되기 위한 히스타민 H4 수용체 유전자 발현 억제제로서도 기능할 수 있다. 리보자임은 RNA의 특이적인 절단을 촉매할 수 있는 효소적 RNA 분자이다. 리보자임의 작동 메카니즘에는 리보자임 분자를 상보적인 표적 RNA에 대하여 특이적으로 혼성화시킨 다음 엔도뉴클리아제에 의해 절단하는 것이 포함된다. 따라서,히스타민 H4 수용체 mRNA 서열을 엔도뉴클레아제에 의해 절단하는 것을 특이적 및 효과적으로 촉매하는 엔지니어링된 헤어핀 또는 해머헤드 모티프 리보자임 분자가 본 발명의 범위에서 유용하다. 잠재적인 RNA 표적 내의 특이적인 리보자임 분해 위치는 일반적으로 다음의 서열, GUA, GUU, 및 GUC을 비롯한, 리보자임 절단 위치에 대한 표적 분자를 스캐닝함으로써 초기 동정된다. 일단 동정되면, 절단 부위를 함유하는 표적 유전자의 대역에 상보적인 약 15 내지 20개 리보뉴클레오타이드로 된 짧은 RNA 서열을, 올리고뉴클레오타이드 서열을 부적합하게 만들 수 있는 2차 구조와 같은 구조적 특징을 예측하는데 평가할 수 있다. 후보 표적의 적합성 역시도 예컨대 리보뉴클레아제 보호 분석을 이용하여 상보적인 올리고뉴클레오타이드와의 혼성화에 대한 이들의 이용가능성을 테스트함으로써 평가할 수 있다.
히스타민 H4 수용체 유전자 발현의 억제제로서 유용한 안티센스 올리고뉴클레오타이드와 리보자임은 두 가지 모두 공지 방법에 의해 제조가능하다. 이러한 공지 방법에는 예컨대 고상 포스포라미데이트 화학 합성에 의한 것과 같은 화학 합성 기술이 포함된다. 별법으로, 안티센스 RNA 분자는 RNA 분자를 코딩하는 DNA 서열을 시험관내 또는 생체내 전사함으로써 생성할 수 있다. 이러한 DNA 서열은 T7 또는 SP6 폴리머라제 프로모터와 같은 적절한 RNA 폴리머라제 프로모터를 포함하는 다양한 벡터 내로 통합될 수 있다. 세포내 안정성 및 반감기를 증가시키기 위한 수단으로써, 본 발명의 올리고뉴클레오타이드를 다양하게 변형시킬 수 있다. 가능한 변형법의 비제한적인 예로는 리보뉴클레오타이드 또는 데옥시리보뉴클레오타이드의 플랭킹(flanking) 서열을 분자의 5' 및/또는 3' 말단에 부가하거나 또는 올리고뉴클레오타이드 골격 내에서 포스포디에스테라제 결합보다는 포스포로티오에이트 또는 2'-O-메틸을 사용하는 것을 들 수 있다.
본 발명의 안티센스 올리고뉴클레오타이드 siRNA 및 리보자임은 생체내에서 단독으로 또는 벡터와 함께 전달될 수 있다. 최광의에서, "벡터"는 안티센스 올리고뉴클레오타이드 siRNA 또는 리보자임 핵산을 세포 및 좋기로는 히스타민 H4 수용체를 발현하는 세포에 전달하는 것을 가능케해주는 모든 비히클이다. 좋기로는 벡터는 그 벡터가 부재할 경우 나타날 분해 정도보다 더 낮은 분해 정도를 가지면서 세포에 핵산을 전달시켜 주는 것이다. 일반적으로, 본 발명에 유용한 벡터의 비제한적인 예로는 플라스미드, 파지미드, 바이러스, 바이러스 또는 박테리아 소스로부터 유도된 바이러스 또는 안티센스 올리고뉴클레오타이드 siRNA 또는 리보자임 핵산 서열의 삽입 또는 혼입에 의해 조작된 바이러스 또는 박테리아 기원으로부터 유도된 기타 비히클을 들 수 있다. 바이러스 벡터가 바람직한 벡터 유형이며 이의 비제한적인 예로는 다음 바이러스로부터의 핵산 서열을 들 수 있다: 레트로바이러스, 예컨대 몰로니 쥐의 백혈병 바이러스, 하비 쥬의 육종 바이러스, 쥐의 유선 종양 바이러스 및 마우스 육종 바이러스; 아데노바이러스, 아데노-관련 바이러스; SV40-형 바이러스; 폴리오마 바이러스; 엡스타인-바 바이러스; 파필로마 바이러스; 헤르페스 바이러스; 백시니아 바이러스; 폴리오 바이러스; 및 레트로바이러스와 같은 RNA 바이러스를 들 수 있다. 전술한 것이 아니더라도 공지의 다른 벡터들도 사용가능하다.
바람직한 바이러스 벡터는 비필수 유전자가 목적 유전자로 대체되어 있는, 비세포변성 진핵 바이러스에 기반한 것들이다. 비세포변성 바이러스로는 레트로바이러스(예컨대 렌티바이러스)를 들 수 있는데, 이의 라이프사이클은 게놈 바이러스 RNA가 DNA로 역전사되는 것과 후속적으로 프로바이러스가 숙주 세포 DNA 내로 통합되는 것이 포함된다. 레트로바이러스는 인간의 유전자 치료법으로서 승인받았다. 가장 유용한 것은 복제-결핍(replication-deficient) 레트로바이러스들이다(즉, 목적하는 단백질의 합성을 추진할 수 있으나, 감염성 입자는 제조하지 못하는 것). 유전적으로 변형된 이러한 레트로바이러스 발현 벡터들은 일반적으로 생체내에서의 고효율 형질도입을 위한 용도를 갖는다. 복제-결핍 레트로바이러스를 생산하기 위한 표준 프로토콜(외인성 유전 물질을 플라스미드 내로 통합시키는 단계, 세포주를 플라스미드로 형질감염시키는 단계, 세포줄ㄹ 패키징함으로써 재조합 레트로바이러스를 생산하는 단계, 조직 배양 배지로부터 바이러스 입자를 수집하는 단계 및 바이러스 입자로 표적 세포를 감염시키는 단계)이 알려져 있다(Kriegler, 1990 및 Murry, 1991).
특정 응용을 위한 바람직한 바이러스는 유전자 치료에 있어서 인간에 사용될 것이 이미 승인된 이중가닥 DNA 바이러스들인 아데노바이러스와 아데노-관련 바이러스이다. 아데노-관련 바이러스는 복제 결핍성이 되도록 조작가능하며 광범위한 유형의 세포 및 종을 감염시킬 수 있다. 이것은 또한 열 및 지질용매 안전성; 조혈 세포를 비롯한 다양한 계통의 세포에 있어서의 높은 형질도입 빈도; 및 수퍼감염 억제 결여와 같은 장점을 부가적으로 가짐으로 해서, 다중 형질도입 시리즈를 가능케 한다. 보고된 바에 따르면, 아데노-관련 바이러스는 위치 특이적 방식으로 인간 세포의 DNA 내로 통합가능함으로 해서, 삽입형 돌연변이 및 레트로바이러스 감염의 특징인 삽입형 유전자 발현의 다양성을 최소화시킨다. 또한, 선택적 압력 부재 하에 100회 이상의 조직 계대배양시 야생형 아데노-관련 바이러스 감염이 수반되었는데, 이는 아데노-관련 바이러스의 게놈 통합이 비교적 안정하게 일어남을 의미하는 것이다. 아데노-관련 바이러스는 또한 염색체외 방식으로서도 기능할 수 있다.
다른 벡터들로는 플라스미드 벡터가 포함된다. 플라스미드 벡터는 기술 분야에서 집중적으로 설명된 바 있으며 당업자에게 잘 알려져 있다. 예컨대 Sambrook 등, 1989. 항원을 코딩하는 유전자를 생체내에서 세포에 전달하기 위해 DNA 백신으로써 지난 수년간, 플라스미드 벡터가 이용되어 왔다. 이들은 많은 바이러스 벡터가 가지고 있는, 동일한 안전성 문제를 갖지 않으므로 이 목적에 특히 유리하다. 그러나 숙주 세포에 적합한 프로모터를 갖는 이들 플라스미드들은 그 플라스미드 내에 작동적으로 코딩된 유전자로부터 펩타이드를 발현할 수 있다. 흔히 사용되는 플라스미드로는 pBR322, pUC18, pUCl9, pRC/CMV, SV40, 및 pBlueScript를 들 수 있다. 다른 플라스미드들 역시 당업자에게 잘 알려져 있다. 또한, 플라스미드는 제한 효소 및 라이게이션 반응을 이용하여 특정한 DNA 단편을 첨삭할 수 있으므로 목적에 맞게 설계할 수 있다. 플라스미드는 다양한 비경구, 점막 및 국소용 루트에 의해 전달될 수 있다. 예를 들어, DNA 플라스미드는 근육내, 피내, 피하 또는 기타 경로로 주사가능하다. 이것은 또한 경비 스프레이 도는 점적, 직장용 좌약 및 경구 경로로 투여될 수도 있다. 이들은 또한 유전자총(gene-gun)을 이용하여 표피 또는 점막 표면 내로 투여될 수도 있다. 이들 플라스미드는 수용액 중에 제공되어 금입자 상에서 건조되거나 또는 리포좀, 덴드리머, 코클리에이트(cochleate) 및 마이크로캡슐화를 비롯한 다른 DNA 전달계와 함께 사용될 수 있다.
본 발명의 또 다른 목적은 대상자에게 선택적 히스타민 H4 수용체 길항제 또는 히스타민 H4 수용체 유전자 발현 억제제를 투여하는 것을 포함하여 이루어지는, 전정 장애를 치료 및/또는 에방하기 위한 방법에 관한 것이다.
선택적 히스타민 H4 수용체 길항제 또는히스타민 H4 수용체 유전자 발현 억제제는 후술하는 바와 같은 약학적 조성물 형태로서 투여될 수 있다.
좋기로는 상기 길항제 또는 억제제는 치료적 유효량으로 투여되는 것이 바람직하다.
"치료적 유효량"이라 함은 모든 의료법에 적용가능한 합리적인 이득/위험 비율로 전정 질환을 치료 및/또는 예방하는데 충분한, 선택적 히스타민 H4 수용체 길항제 또는 히스타민 H4 수용체 유전자 발현 억제제의 양을 가리킨다.
본 발명의 화합물과 조성물의 일일 총 사용량은 건전한 의료적 판단 범위 내에서 임상의의 재량에 의해 결정될 것임을 이해할 수 있을 것이다. 특정 환자에 대한 특이적인 치료적 유효 투여량 수준은 치료되는 장애 및 장애의 위중도; 사용된 특정 화합물의 활성; 사용된 특정 조성물; 환자의 연령, 체중, 일반적인 건강 상태, 성별 및 식단; 투여 시간, 투여 경로, 및 사용된 특정 화합물의 배설률; 치료 기간; 사용된 특정 폴리펩타이드와 병용되거나 동시 사용되는 약물; 및 의료 분야에 널리 알려진 인자들과 같은 다양한 변수에 따라 달라진다. 예를 들어, 목적한 치료 효과를 얻는데 필요한 화합물의 양보다 낮은 수준으로 투여량을 개시해서 목적하는 효과가 얻어질 때까지 점진적으로 투여량을 증가시키는 방식으로 투여하는 것은 당업자에게 잘 알려져 있다.그러나, 생성물의 일일 투여량은 성인 기준으로 하루 0.001 mg 내지 1,000 mg 범위에 이르기까지 광범위하게 변할 수 있다. 좋기로는 조성물은 치료될 환자에게 증상을 조정하기 위해 0.01, 0.05, 0.1, 0.5, 1.0, 2.5, 5.0, 10.0, 15.0, 25.0, 50.0, 100, 250 및 500 mg의 활성물질을 함유한다. 약물은 일반적으로 활성물질을 약 0.01 mg 내지 약 500 mg의 양으로, 좋기로는 활성물질을 1 mg 내지 약 100 mg의 양으로 함유한다. 약물의 유효량은 보통 하루에 0.0002 mg/kg 내지 약 20 mg/kg의 체중의 투여량으로 공급되며, 특히 하루에 약 0.001 mg/kg 내지 7 mg/kg의 체중의 투여량으로 투여된다.
스크리닝 방법:
본 발명의 억제제는 본 발명이 속한 기술 분야에 설명되는 스크리닝법에 의해 추가로 동정될 수 있다. 본 발명의 스크리닝 방법은 공지 방법에 따라 수행될 수 있다.
스크리닝 방법은 수용체, 또는 수용체를 생산하는 세포 또는 막, 또는 그의 융합 단백질에 대한 후보 화합물의 결합능을 상기 후보 화합물과 직접 또는 간접적으로 관련이 있는 표지를 사용함으로써 측정할 수 있다. 별법으로, 스크리닝 방법은 수용체에 대한 결합을 두고 표지된 경쟁자(예컨대 길항제 또는 작용제)와 경쟁하는 후보 화합물의 결합능력을 측정하거나 또는 정량 또는 정성적으로 측정하는 것을 포함할 수 있다. 또한, 스크리닝 방법은 수용체를 생산하는 세포에 적합한 검색 시스템을 이용하여, 그 후보 화합물이 수용체의 길항제에 의해 생성되는 시그널을 결과시키는지를 테스트할 수도 있다. 길항제는 공지 작용제(예컨대 히스타민)의 의해 분석될 수 있으며, 후보 화합물의 존재로 인한 작용제에 의한 활성화에 미치는 효과를 관찰한다. 히스타민과 같은 공지 작용제를 이용한 경쟁적 결합 역시 적합ㅎ다.
히스타민 H4 수용체에 대한 후보 화합물들의 길항 활성은 예컨대 여러 가지 모델을 이용하여 측정할 수 있다. 예를 들어 Thurmond RL 등 (2004) 또는 Venable JD. 등 (2005)에 설명된 방법을 사용할 수 있다.
약학적 조성물:
선택적 히스타민 H4 수용체 길항제 또는 히스타민 H4 수용체 유전자 발현 억제제는 약학적으로 허용가능한 부형제와 결합되거나, 필요에 따라 서방형 매트릭스, 예컨대 생물분해성 폴리머와 조합되어 치료 조성물을 형성할 수 있다.
본 발명의 약학적 조성물에서, 활성 성분은 단독으로 또는 다른 활성 성분과 또는 병용하여 동물 및 인간에게 통상적인 의약 지지체와 함께 혼합물로서 단위 투여 형태로서 투여될 수 있다. 적절한 단위 투여 형태는 경구 투여 형태, 예컨대 정제, 젤 캡슐, 분말, 과립 및 경구용 현탁액 또는 용액, 설하용 및 구강내 투여 형태, 에어로졸, 임플란트, 피하, 경피, 국소, 복강내, 근육내, 정맥내, 피내, 경피, 경막내 및 경비 투여 형태 및 직장내 투여 형태일 수 있다.
좋기로는 약학적 조성물은 주사될 수 있는 포뮬레이션에 대해 약학적으로 허용가능한 비히클을 함유한다. 이들은 특히 등장성, 멸균, 식염용액(모노소듐 또는 디소듐 포스페이트, 소듐, 포타슘, 칼슘 또는 마그네슘 클로라이드 등 또는 이들 염의 혼합물), 또는 건조된, 특히 동결건조된 조성물로서 필요에 따라 멸균수 또는 생리식염수를 첨가시, 주사가능한 용액을 조성할 수 있는 형태일 수 있다.
주사용으로 적합한 약학적 형태에는 멸균수용액 또는 분산액; 참기름, 낙화생유 또는 수성 프로필렌 글리콜을 비롯한 포뮬레이션; 및 멸균 주사가능한 용액 또는 분산액의 임시처방용 제제를 위한 멸균 분말이 포함된다. 모든 경우에 있어서, 이러한 약학적 형태는 멸균된 것이어야 하며 용이하게 주사할 수 있을 정도로 유동적이어야 한다. 또한 약학적 형태는 제조 및 보관 조건 하에서 안정하여야 하며 세균이나 곰팡이와 같은 미생물의 오염 작용에 대해 보호되어야만 한다.
본 발명의 화합물을 유리 염기로서 또는 약학적으로 허용가능한 염으로서 함유하는 용액은 물 중에서 히드록시프로필셀룰로스와 같은 계면활성제와 적절히 혼합함으로써 제조할 수 있다. 분산액 역시 글리세롤, 액상 폴리에틸렌 글리콜 및 이들의 혼합물 및 오일 중에서 제조가능하다. 일반적인 보관 및 사용 조건 하에서, 이들 제제들은 미생물 성장을 방지하기 위한 보존제를 함유한다.
본 발명의 선택적 히스타민 H4 수용체 길항제 또는 히스타민 H4 수용체 유전자 발현 억제제는 중성 또는 염 형태로 조성될 수 있다. 약학적으로 허용가능한 염에는 산부가염(단백질의 유리 아미노기와 함께 형성됨)이 포함되며 예컨대 염산 또는 인산과 같은 무기선, 또는 아세트산, 옥살산, 타르타르산, 만델산 등과 같은 유기산과 함께 형성된다. 유리 카르복실기와 함께 형성되는 염들 역시 예컨대 소듐, 포타슘, 암모늄, 칼슘 또는 수산화철과 같은 무기염기 및 이소프로필아민, 트리메틸아민, 히스티딘, 프로카인 등과 같은 유기 염기로부터 유래될 수 도 있다.
담체는 또한 예컨대 물, 에탄올, 폴리올(예컨대, 글리세롤, 프로필렌 글리콜, 및 액상 폴리에틸렌 글리콜 등), 그의 적절한 혼합물 및 식물성 오일을 함유하는 용ㅁ 또는 분산 매질일 수 있다. 레시틴과 같은 코팅을 이용하거나, 분산액의 경우 요구되는 입도를 유지하거나, 그리고 계면활성제를 사용하는 등의 수단에 의해, 적절한 유동성을 유지할 수 있다. 예컨대 파라벤, 클로로부탄올, 페놀, 소르브산, 티메로살등과 같은 여러 가지 항균제 및 항진균제를 이용하여 미생물의 작용을 방지할 수 있다. 많은 경우, 당이나 염화나트륨과 같은 등장제를 포함시키는 것이 바람직하다. 예컨대 알루미늄 모노스테아레이트 및 젤라틴과 같은 흡수지연제를 조성물 중에 사용함으로써, 주사용 조성물의 흡수기간을 연장시킬 수 있다.
멸균 주사용액은 필요에 따라 전술한 바와 같은 다양한 기타 성분들과 적절한 용매 중에 요구량의 활성 폴리펩타이드를 혼입시킨 다음 여과 멸균시킴으로써 제조한다. 일반적으로, 분산액은 베이직 분산 매질과 전술한 것 들 중에서 선택된 필요한 기타 성분들을 함유하는 멸균 비히클에 다양한 멸균 활성 성분들을 혼입시킴으로써 제조한다. 멸균 주사용액의 제조를 위한 멸균 분말의 경우, 바람직한 제조방법은 진공건조 및 동결건조 기술로서, 이 기술에 의해 미리 멸균여과시킨 그의 용액으로부터 부가적인 목적하는 성분들 플러스 활성 성분 분말이 얻어진다.
조성후, 용액을 치료적으로 효과적인 양 및 투여 포뮬레이션에 적합한 방식으로 투여한다. 포뮬레이션은 전술한 주사가능한 용액과 같은 다양한 투여 형태로 쉽게 투여되지만, 약물 방출 캡슐등도 이용가능하다.
수용액 중 비경구 투여를 위해서는, 예컨대, 용액을 필요에 따라 적절히 완충시켜서, 액상 희석액을 먼저 충분량의 염수 또는 글루코스를 이용하여 등장성으로 만든다. 이들 특정 수용액은 특히 정맥내, 근육내, 피내 및 복강내 투여에 적합하다. 이와 관련해서, 사용가능한 멸균 수성 매질은 본 발명이 속한 기술 분야의 당업자에게 익히 알려져 있다. 예를 들어, 1 ml의 등장성 NaCl 용액에 일회 투여량을 용해시켜 1000 ml의 피하주입용 플루이드에 첨가하거나 또는 소정의 주입 부위에 주입한다. 치료 대상자의 사태에 따라, 투여량을 변화시킬 필요가 있을 수 있다. 투여 책임자는 어느 경우에든, 개개 대상자에게 알맞은 적절한 투여량을 결정하여야 한다.
본 발명의 선택적 히스타민 H4 수용체 길항제 또는 히스타민 H4 수용체 유전자 발현 억제제는 1회 투여당 약 0.0001 내지 1.0 밀리그램, 또는 약 0.001 내지 0.1 밀리그램, 또는 약 0.1 내지 1.0 또는 심지어 약 10 밀리그램 등을 함유하도록 조성될 수 있다. 복수회 투여할 수도 있다.
정맥내 또는 근육내 주사와 같은 비경구 투여용으로 조성되는 본 발명의 화합물에 더해 다른 약학적으로 허용가능한 형태에는 예컨대 정제 또는 기타 경구 투여용 고체; 리포좀성 포뮬레이션; 경시 방출형 캡슈리 및 현재 이용되는 기타 제형이 포함된다.
특정 실시상태에서,선택적 히스타민 H4 수용체 길항제 또는 히스타민 H4 수용체 유전자 발현 억제제는 고막을 통해 내이에 직접 투여된다. 이러한 투여 방식은 전정에 직접적이고도 장기간 효과를 미치는데 바람직할 수 있다. 따라서 바람직한 실시상태에서, 선택적 히스타민 H4 수용체 길항제 또는 히스타민 H4 수용체 유전자 발현 억제제는 젤 포뮬레이션으로 조성되어 내이에 상기 길항제 또는 억제제를 장기간 방출시킬 수 있다.
본 발명을 첨부된 도면과 이하의 실시예를 참조로 더욱 구체적으로 설명한다.
도 1. 탈분극-유도형 연사(firing volley)에 미치는 VUF 6002의 효과. (A)100 μM VUF 6002 (A), 10 μM (B) 및 1μM (C)의 적용 후 개개 뉴런에서 얻어진 대표적인 트레이스. 대조군 매질로 헹구는 동안 억제 반응이 역전되었다. 인서트(inserts)는 VUF 6002를 적용하기 전(a), 적용하는 동안 (b) 및 적용한 후 (c)의 개개의 연사(volley)를 나타낸다.
도 2. 표준 탈분극에 의해 유도된 연사에 미치는 VUF 6002의 투여량 의존 효과. 원텀(one-term) Hill 방정식(흑색선)에 들어맞는 곡선의 IC50은 5.8 μM이다. 데이터는 대조군의 평균 백분율 억제값이다. 실험 횟수를 오차 막대 위에 표시하였다.
도 3. 탈분극-유도형 연사에 미치는 베타히스틴의 효과. 5mM 베타히스틴 적용 후 개개 뉴런에서 얻어진 대표적인 트레이스. 인서트는 베타히스틴을 적용하기 전(a), 적용하는 동안 (b) 및 적용한 후 (c)의 개개의 연사(volley)를 나타낸다. 베타히스틴에 의해 약 15 mV의 강력한 탈분극이 유도되었다. 이러한 반응은 대조군 매질로 세정하는 동안 신속히 역전되었다.
도 4. 막 전위 변화에 미치는 VUF 6002, 베타히스티딘 및 티오퍼아미드의 효과. 비록 VUF 6002는 막 변이를 유도하지 않았으나, 다른 2종의 화합물은 고농도에서 강한 탈분극을 발생시켰다. 별표는 연사의 90% 억제를 유도하는 농도를 나타낸다.
도 2. 표준 탈분극에 의해 유도된 연사에 미치는 VUF 6002의 투여량 의존 효과. 원텀(one-term) Hill 방정식(흑색선)에 들어맞는 곡선의 IC50은 5.8 μM이다. 데이터는 대조군의 평균 백분율 억제값이다. 실험 횟수를 오차 막대 위에 표시하였다.
도 3. 탈분극-유도형 연사에 미치는 베타히스틴의 효과. 5mM 베타히스틴 적용 후 개개 뉴런에서 얻어진 대표적인 트레이스. 인서트는 베타히스틴을 적용하기 전(a), 적용하는 동안 (b) 및 적용한 후 (c)의 개개의 연사(volley)를 나타낸다. 베타히스틴에 의해 약 15 mV의 강력한 탈분극이 유도되었다. 이러한 반응은 대조군 매질로 세정하는 동안 신속히 역전되었다.
도 4. 막 전위 변화에 미치는 VUF 6002, 베타히스티딘 및 티오퍼아미드의 효과. 비록 VUF 6002는 막 변이를 유도하지 않았으나, 다른 2종의 화합물은 고농도에서 강한 탈분극을 발생시켰다. 별표는 연사의 90% 억제를 유도하는 농도를 나타낸다.
실시예
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방법:
약물/화학물질: 1-[(5-클로로-1H-벤즈이미다졸-2-일) 카르보닐]-4-메틸 피페라진 말리에이트 (JNJ 10191584 말리에이트 또는 VUF 6002)를 Tocris Bioscience (Bristol, UK)로부터 구입하고, 1-[(5-클로로-1H-인돌-2-일) 카르보닐]-4-메틸 피페라진 말리에이트 (JNJ 7777120)는 Sigma (Sigma-Aldrich, St-Quentin Fallavier, France)로부터 구입하였다. 공급자의 권장에 따라 100% 디메틸 설폭사이드 중 50 mM 농도로 원액을 제조하였다. 베타히스틴 디히드로클로라이드 (Sigma-Aldrich, St-Quentin Fallavier, France로부터 구입) 및 N-시클로헥실-4-(1H-이미다졸-4-일)-1-피페리딘카르보티오아미드 말리에이트 (티오퍼아미드, Sigma-Aldrich)의 원액을 각각 1 M 및 0.01 M의 농도로 레코딩 매질에서 제조하였다. 이어서 사용 전에 약물을 워킹 용액 중에 희석하였다.
세포 배양: 전정신경절 뉴런을 2 내지 6일된 위스타 래트(Centre d'Elevage Janvier, Le Genest-Saint-Isle, France)로부터 무균적으로 체외이식(explanted)하였다. 모든 공정은 French/European Communities Council directive 86/609/EEC에 따라 실시하였다. 뇌줄기를 반으로 절개하고 8번 신경을 귀소포(otocyst) 수준으로 팔로우업한 다음 입쪽으로 절단하였다.
전정신경절을 절제하여 Leibovitz 배지(L15, Invitrogen, Cergy Pontoise, France)에 넣고, 효소 분해시켰다(콜라게나제 0.75 mg/ml, 디스파제 1 mg/ml 및 dnase 0.75 mg/ml, 25℃에서 15분). 효소들을 Ca2 + 및 Mg2 +이 없이 타이로드(Tyrode) 용액으로 세척하고 전정신경절 뉴런을 피펫을 이용하여 배양 배지에서 가볍게 해리시켰다. 5 ㎍/ml 폴리-L-오르니틴, 10 ㎍/ml 라미닌으로 미리 코팅시켜 둔 배양 접시에 뉴런을 도말한 다음, Dulbecco's 변형 이글 배지와 Ham's F-12 배지(Invitrogen) [2 % N2 영양 글루코스 (5 g/l), 글루타민 (1.5 mM), 중탄산나트륨 (1.1 g/l), HEPES 완충액 (15 mM, pH 7.4), AraC 2 μM, 뇌-유도형 신경영양 인자 10 ㎍/ml 및 1 % 페니실린/스트렙토마이신이 보강됨]와의 1:1 혼합물 0.5 ml를 첨가하였다. 이어서 이 저밀도 배양액을 37℃에서, 5 % CO2 중에서 7 내지 8일간의 프라이어 팻치-클램프 실험 동안 유지시켰다.
팻치 -클램프 레코딩 ( patch - clamp recordings ): Axopatch 200B 증폭기 (Axon Instruments; Molecular Devices Corp., Sunnyvale, CA, USA)를 이용하여 전세포(전류-클램프 컨피규레이션) 반응 기록을 구하였다. 세포외 용액은(mM 기준으로) 다음을 함유하였다: NaCl 135, HEPES 10, 글루코스 10, MgCl2 1, KCl 5, 및 CaCl2 4, pH 7.35 (NaOH 포함).
미세적혈구용적 시험관(Modulohm I/S, Herlev, Denmark)으로부터 레코딩 피펫 (2-3 MΩ)을 인출한 후 다음 용액 (mM 기준)으로 충전하였다: KCl 135, HEPES 10, 글루코스 10, NaCl 5, EGTA 5, Mg-ATP 3, GTP-Na 1, pH 7.35 (KOH 포함). 모든 용액의 삼투압을 300 mOsm/l-1로 고정시켰다. 실험 변수와 데이타 수집은 PC 컴퓨터와Tecmar Labmaster 아날로그 인터페이스(Axon instruments, CA)로 제어하였다. 뉴런으로부터 일과성 전압(voltage transients)을 기록하자 휴지기 전위는 -45 내지 -65 mV인 것으로 나타났다. 일련의 활동 전위(action potentials:APs)를 1 s, 200 pA 탈분극 펄스 -6.5초마다 인가-를 이용하여 발생시켰다. 전류 시그널을 10 KHz에서 필터링한 다음 디지트화하고 pCLAMP 소프트웨어 (v 10.2, Axon instruments)를 이용하여 저장하였다.
약물 투여 : 복수개의 모세관 관류 시스템(유속 500 μl/분)을 이용하여 대조군 용액고 테스트 용액을 투여하였다. 테스트 약물을 각각 투여한 후, 세포를 대조군 완충액으로 세척하였다.
데이터 분석 및 통계 방법 : 결과는 평균±S.E.M으로 표현하였다. 주어진 샘플 사이즈의 수(n)는 테스트된 뉴런의 수이다. 막전위의 변이와 AP의 수를 pCLAMP 소프트웨어 (v10.2, Axon instruments)를 이용하여 분석하였다. 약물 농도-효능 관계를 폼 I(x) = A*xn/(IC5On+xn)의 Hill 방정식을 이용하여 구하였다.
결과:
항체 결합 히스타민 H4 수용체를 이용하여 웨스턴 블랏 및 면역조직화학에 의해 면역화학 연구를 실시하자, 주요 전정신경절(primary vestibular ganglion) 중에 히스타민 H4 수용체 단백질이 존재하는 것으로 각각 밝혀졌으며 뉴런의 막에 대한 그의 세포 위치를 동정하였다 (데이타 표시하지 않음).
위상대조(phase contrast) 현미경 관찰 결과, 배양된 전정신경절 뉴런은 직경이 10 내지 25 μm 범위인 굴절성 몸체(refringent soma)를 갖는 것으로 나타났다. 기록된 모든 뉴런은 신경염이 진행중이었다.
기록된 뉴런들은 휴지 전위가 -50.3±3.6 mV (n = 116, 범위 -45 내지 -65 mV)이었다. 탈분극 펄스(1s, 200 pA) 적용 후, 2 가지 유형의 AP 방전 연사(discharging volley)가 기록되었다. 위상성 방전(phasic discharges)은 1 내지 4 AP인 반면, 긴장성 방전(tonic discharges)은 10 내지 80 APs (평균 29.3 ± 14.3, n=92), (도 1A-C a)였다. 억제제를 투여하지 않는 한, 이러한 방전 패턴은 30분까지 안정하였다.
방전 패턴이 위상성이면, 1 mM VUF 6002의 투여에 의해 파이어링(n = 6)이 완전히 회피되었다. 긴장성 응답을 나타내는 뉴런에서는 VUF 6002의 투여가 유발된 AP의 수를 투여량 의존 방식으로 감소시켰다. 도 1은 방전 억제를 도시한 것이다. 100 μM의 억제는 91% (도 1A)인 반면, 이 화합물은 오직 약한 막 과분극만을 일으켰다 (약 -3 mV) (도 4).
10 μm, 1 μM 및 100 nM의 VUF 6002를 투여하자 파이어링이 각각 55% (n = 6), 37% (n = 11) 및 20% (n = 10)까지 억제되었다. 이러한 억제 효과는 대조군 배지를 후속적으로 관류시키자 완전히 역전되었는데, 이는 이 응답의 가역성을 입증하는 것이다 (도 1B-C). 스파이크 진폭, 피크에 이르는 시간, 고조 및 피로(rise and decay) 시간 상수와 같은 활동전위 고유 특성들은 VUF 6002에 영향을 받지 않는 것으로 나타났다.
또 다른 H4 수용체 길항제인 JNJ 7777120의 효과에 대해서도 연구하였다. JNJ 7777120는 VUF 6002에 비해 저농도에서 덜 효과적인 반면 (100 nM 에서 3% 억제, n=7), 고농도에서는 그 차이가 유의적이지 않았다 (p>0.05) (1 μM에서 29 %, n =7; 10μM에서 41 %, n = 9). 또한, 7777120은 더 높은 농도로 투여하여도 (1 mM) 막의 탈분극을 일으키지 않았다.
VUF 6002의 투여량-반응 억제 관계를 1 nM 내지 1 mM의 농도 범위에서 조사하였다 (도 2). 본 발명자들의 기록 조건하에서, 최대 억제는 약 100 μM (90% 억제)에서 일어났으며 투여량-반응 관계에 있어서 IC50은 5.8 μM였다.
투여량-반응 억제 관계는 JNJ 7777120의 경우 0.1 μM 내지 1000 μM이었고 IC50은 10 μM이었다.
이들 두 가지 선택적 H4 수용체 길항제 VUF 6002와 JNJ 7777120는 막전위 변화와 파이어링의 두 가지 모두에서 상당히 유사한 효과를 나타내는 것으로 밝혀졌다.
비교를 위해, 히스타민 H3 수용체의 길항제인 BH를 적용시켜 반응을 관찰하였다 (Arrang et al, 1985). BH는 동일한 방식으로 방전 연사(discharge volley)를 억제하였다. BHdp 의한, 표준 탈분극 자극 동안 도출되는 방전 연사의 최대 억제는 약 10 mM이었다. 2mM 적용시 막전위는 영향을 받지 않았으나, 5mM 농도의 BH로 처리하자 뉴런의 강력한 탈분극이 일어났다(14.3±4.7 mV, n= 16) (도 3, 도 4). 후속적으로 대조군 배지를 관류시키자 파이어링 억제 및 탈분극이 신속히 회피되었는데 이는 이 반응의 가역성을 보여주는 것이다 (도 3). 투여량-반응 관계로부터 IC50은 2.2 mM으로 나타났다.
H3 수용체와 H4 수용체 두 가지 모두의 히스타민 길항제인 티오퍼아미드 (Gbahou 등 2005)를 배양된 전정 뉴런에 대해 테스트하였다. 저농도(0.01 내지 10 μM)에서, 티오퍼아미드는 뉴런을 탈분극시킴이 없이 방전 연사를 저해하였다(0.1μM에서 10% 및 10 μM에서 24%, 각각 n = 9 및 13). 이와 반대로, 보다 높은 농도에서는 활성이 차단되었으며(500 μM에서 87%, n = 10), 뉴런의 강력한 막 탈분극이 뒤따랐다 (도 4). 티오퍼아미드 적용에 의한 연사 억제는 세척시, 특히 고농도에서는 단지 약간만 가역적이었다. 투여량-반응 관계로부터 IC50은 100 μM이었다.
티오퍼아미드는
VUF
6002와
BH
의 중간 정도의 효과를 나타낸다.
현재의 결과는 선택적 히스타민 H4 수용체 길항제가 포유동물의 전정의 주요 뉴런 파이어링의 강력한 억제제임을 최초로 입증한 것이다.
- 선택적 히스타민 H4 수용체 길항제는 막의 탈분극을 일으킴이 없이 전정 뉴런의 파이어링을 투여량-의존 방식으로 그리고 가역적으로 억제한다.
- 베타히스틴(H3 길항제) 및 티오퍼아미드(H3 및 H4 길항제, 즉 비선택적 히스타민 H4 수용체 길항제)는 전정 뉴런에 대한 파이어링을 억제하지만, 선택적 히스타민 H4 수용체 길항제에 필적할만한 반응을 얻기 위해서는 이들을 더 높은 농도로 사용할 필요가 있다. 이러한 고농도에서는 베타히스틴과 티오퍼아미드는 뉴런의 명백한 탈분극을 유발한다. 뿐만 아니라, 티오퍼아미드의 적용은 단지 약간만 가역적일 뿐이다.
- 선택적 히스타민 H4 수용체 길항제는 전정 장애에 처방되어 온 기존의 전통적인 약물보다 훨씬 효과적이다.
- 선택적 히스타민 H4 수용체 길항제의 약리적 특성으로 인해 이 길항제는 전정 장애를 치료하는데 있어서 치료적 잇점을 가져올 수 있는 강력한 전정 장애용 약물로 만들 수 있다.
따라서, 히스타민 H4 수용체 유전자 발현 및/또는 활성의 선택적 억제제는 전정 장애를 치료하는데 유용할 수 있다.
참조문헌
이건 출원을 통하여, 본 발명이 속한 기술 분야의 기술 상태를 설명하기 위해 다양한 문헌이 인용되었다. 이들 문헌의 개시내용은 본 발명의 개시내용에 참고로 병합된다.
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Claims (9)
- 전정 장애의 치료 및/또는 예방에 사용되기 위한 선택적 히스타민 H4 수용체 길항제.
- 제1항에 있어서, 상기 선택적 히스타민 H4 수용체 길항제는 소형 유기분자, 항체 및 압타머로 이루어진 군으로부터 선택되는 것인 선택적 히스타민 H4 수용체 길항제.
- 제2항에 있어서, 상기 선택적 히스타민 H4 수용체 길항제는 1-[(5-클로로-1H-벤즈이미다졸-2-일)카르보닐]-4-메틸피페라진, 1-[(5-클로로-1H-인돌-2-일)카르보닐]-4-메틸피페라진, 4-((3R)-3-아미노피롤리딘-1-일)-6,7-디히드로-5H-벤조[6,7]시클로헵타[1,2-d]피리미딘-2-일아민, 또는 시스-4-(피페라진-1-일)-5,6,7a,8,9,10,11,11a-옥타히드로벤조퓨로[2,3-h]퀴나졸린-2-아민으로 이루어진 군으로부터 선택된 것인 선택적 히스타민 H4 수용체 길항제.
- 전정 장애를 치료 및/또는 예방하기 위한 히스타민 H4 수용체 유전자 발현의 억제제.
- 제4항에 있어서, 상기 히스타민 H4 수용체 유전자 발현의 억제제는 안티센스 RNA 또는 DNA 분자, 작은 억제 RNAs(siRNAs) 및 리보자임으로 이루어진 군으로부터 선택되는 것인, 히스타민 H4 수용체 유전자 발현의 억제제.
- 제1항 내지 제5항 중 어느 하나의 항에 있어서, 상기 전정 장애는 현기증, 양성 발작성 현기증, 전정 신경염, 메니에르병 스펠, 내림프수종, 외림프누공, 전정 장애를 수반하는 두부 트라우마, 미로 출혈, 만성 또는 급성 미로 감염, 혈청성 미로, 압력장애, 자가면역성 내이 질환, 전정 장애를 수반하는 편두통, 중이의 외과수술 후의 전정 장애, 중이, 내림프낭 또는 교소뇌 각, 내이성 채널병, 만성 메니에르시병, 전정, 슈반세포종, 노인성 전정, 가족력성 현기증 및 실조증으로 이루어진 군으로부터 선택되는 것인 선택적 히스타민 H4 수용체 길항제 또는 히스타민 H4 수용체 유전자 발현의 억제제.
- 제1항 내지 제6항 중 어느 하나의 항에 있어서, 고막을 통하여 투여되는 것인 선택적 히스타민 H4 수용체 길항제 또는 히스타민 H4 수용체 유전자 발현의 억제제.
- 제1항 내지 제6항 중 어느 하나의 항에 기재된 선택적 히스타민 H4 수용체 길항제 또는 히스타민 H4 수용체 유전자 발현의 억제제를 함유하여 이루어지는, 전정 장애의 치료 및/또는 예방을 위한 약학적 조성물.
- 제8항에 있어서, 젤 형태인 약학적 조성물.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP20080306013 EP2201982A1 (en) | 2008-12-24 | 2008-12-24 | Histamine H4 receptor antagonists for the treatment of vestibular disorders |
| EP08306013.7 | 2008-12-24 | ||
| PCT/EP2009/067897 WO2010072829A1 (en) | 2008-12-24 | 2009-12-23 | Selective histamine h4 receptor antagonists for the treatment of vestibular disorders. |
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| KR20110117661A true KR20110117661A (ko) | 2011-10-27 |
| KR101749285B1 KR101749285B1 (ko) | 2017-06-20 |
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| KR1020117017341A KR101749285B1 (ko) | 2008-12-24 | 2009-12-23 | 전정 장애의 치료를 위한 선택적 히스타민 ｈ4 수용체 길항제 |
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| US (2) | US9526725B2 (ko) |
| EP (3) | EP2201982A1 (ko) |
| JP (2) | JP5814126B2 (ko) |
| KR (1) | KR101749285B1 (ko) |
| CN (2) | CN102325566A (ko) |
| CA (1) | CA2748159C (ko) |
| CY (1) | CY1118106T1 (ko) |
| DK (1) | DK2382013T3 (ko) |
| ES (1) | ES2597834T3 (ko) |
| HK (1) | HK1163571A1 (ko) |
| HR (1) | HRP20161290T1 (ko) |
| HU (1) | HUE031645T2 (ko) |
| IL (1) | IL213540A (ko) |
| LT (1) | LT2382013T (ko) |
| PL (1) | PL2382013T3 (ko) |
| PT (1) | PT2382013T (ko) |
| RU (1) | RU2589846C2 (ko) |
| SI (1) | SI2382013T1 (ko) |
| SM (1) | SMT201600368B (ko) |
| WO (1) | WO2010072829A1 (ko) |
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| EP3378476A1 (en) * | 2012-06-08 | 2018-09-26 | Sensorion | H4 receptor inhibitors for treating tinnitus |
| CN105017385B (zh) * | 2015-07-02 | 2018-08-03 | 吉林大学 | 基于模拟人组胺受体4（hr4）表位的疫苗及其构建方法 |
| TWI797176B (zh) | 2017-10-17 | 2023-04-01 | 西班牙商帕羅製藥有限公司 | ４-胺基嘧啶化合物之合成 |
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| HK1163571A1 (zh) | 2012-09-14 |
| PL2382013T3 (pl) | 2017-01-31 |
| RU2012101595A (ru) | 2013-07-27 |
| HUE031645T2 (en) | 2017-07-28 |
| US10195195B2 (en) | 2019-02-05 |
| EP2201982A1 (en) | 2010-06-30 |
| ES2597834T3 (es) | 2017-01-23 |
| KR101749285B1 (ko) | 2017-06-20 |
| US20120039913A1 (en) | 2012-02-16 |
| SMT201600368B (it) | 2016-11-10 |
| PT2382013T (pt) | 2016-10-25 |
| EP2382013A1 (en) | 2011-11-02 |
| IL213540A (en) | 2015-10-29 |
| LT2382013T (lt) | 2016-10-25 |
| JP2012513968A (ja) | 2012-06-21 |
| RU2589846C2 (ru) | 2016-07-10 |
| US20170056397A1 (en) | 2017-03-02 |
| US9526725B2 (en) | 2016-12-27 |
| CY1118106T1 (el) | 2017-06-28 |
| EP3130376A1 (en) | 2017-02-15 |
| WO2010072829A1 (en) | 2010-07-01 |
| HRP20161290T1 (hr) | 2016-11-18 |
| IL213540A0 (en) | 2011-07-31 |
| CN102325566A (zh) | 2012-01-18 |
| EP2382013B1 (en) | 2016-07-13 |
| CA2748159C (en) | 2017-06-27 |
| CA2748159A1 (en) | 2010-07-01 |
| SI2382013T1 (sl) | 2017-02-28 |
| JP5814126B2 (ja) | 2015-11-17 |
| DK2382013T3 (en) | 2016-11-14 |
| CN107050030A (zh) | 2017-08-18 |
| JP2016041694A (ja) | 2016-03-31 |
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