KR870008526A - 감미료 및 그 제조방법 - Google Patents

감미료 및 그 제조방법 Download PDF

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KR870008526A
KR870008526A KR870002290A KR870002290A KR870008526A KR 870008526 A KR870008526 A KR 870008526A KR 870002290 A KR870002290 A KR 870002290A KR 870002290 A KR870002290 A KR 870002290A KR 870008526 A KR870008526 A KR 870008526A
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alkyl
hydrogen
alkenyl
cycloalkyl
cycloalkenyl
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노프르 끌로드
뗑띠 쟝-마리
와르 화루자
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원본미기재
유니베르시떼 끌로드 베르나르드-리용 1
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Priority claimed from EP86420071A external-priority patent/EP0195730B1/fr
Priority claimed from FR8605320A external-priority patent/FR2597096B1/fr
Priority claimed from FR868615788A external-priority patent/FR2606404B2/fr
Priority claimed from FR8618233A external-priority patent/FR2608379B1/fr
Application filed by 원본미기재, 유니베르시떼 끌로드 베르나르드-리용 1 filed Critical 원본미기재
Publication of KR870008526A publication Critical patent/KR870008526A/ko

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Abstract

내용 없음

Description

감미료 및 그 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (13)

  1. 호변이성 형태 및 생리학적으로 허용되는 염을 포함하는 하기 일반식의 감미료.
    상기식에서 X3,X4,및 X5는
    H Br
    CF3CF2CF3
    CH2CF3C1-C4알킬
    CH=NOCH3CH=NOH
    CHO CH2OCH3
    CH2OH Cl
    CN COCF3
    COC1-C3알킬 CONH2
    CONHC1-C3알킬 CON(C1-C3알킬)2
    COOC1-C3알킬 COOH
    F I
    NH2NHC1-C3알킬
    N(C1-C3알킬)2NHCHO
    NHCOCH3NHCONH2
    NHSO2CH3NO2
    OC1-C3알킬 OCOCH3알킬
    OH SC1-C3알킬
    SOC1-C3알킬 SO2C1-C3알킬
    SO2NH2SO2NHC1-C3알킬
    SO2N(C1-C3알킬)2및 SO3H ;
    에서 선택되며 서로 동일하거나 상이하고, A는 탄소 혹은 질소이며 ;
    R1은 수소(C1-C4)의 포화, 불포화, 비환상, 환상 혹은 혼합된 하이드로카 그룹 및 변형된 하이드로 카빌 그룹이고(여기에서 변형된 하이드로카빌그룹은 1 혹은 2의 탄소원자가 질소, 산소, 황, 염소, 브롬 및 요오드에서 선택된 1 혹은 2의 동일하거나 상이한 헤테로 원자로서 치환되며 1 내지 3의 수소 원자가 1 내지 3의 불소원자로 치환될 수 있다) :
    R2은 수소(C2-C13)의 포화, 불포화, 비환상, 환상 혹은 혼합된 하이드로 카빌 그룹 및 변형된 하이드로카빌 그룹이며(여기에서 변형된 하이드로카빌 그룹은 1 혹은 4의 탄소 원자가 질소, 산소, 황, 염소, 브롬 및 요오드에서 선택된 1 혹은 4의 동일하거나 상이한 헤테로 원자로서 치환되며 1 내지 5의 수소 원자가 1 내지 5의 불소원자로 치환될 수 있다) :
    R1및 R2는 융합될 수 있고 :
    R3는 수소 및 (C1-C3)의 알킬중에서 선택되며 :
    R4는 수소 및 메틸중에서 선택된다.
  2. 제 1 항에 있어서, A가 질소이고, R4이 수소이며 :
    R3이 수소 및 메틸그룹에서 선택되고,
    R1이 수소 및 메틸그룹에서 선택되며,
    X3및 X5가 수소·브롬·삼불화탄소, 메틸, 염소 및 불소중에서 선택되고,
    X4는 수소·시안·아세틸·불소 및 니트로 그룹에서 선택되며,
    또한 R2는 (C2-C13)의 직쇄알킬(알케닐)(알키닐),
    (C3-C13)의 측쇄알킬(알케닐),
    (C3-C13)의 사이클로알킬(사이클로알케닐),
    (C4-C13)의 알킬(알케닐) 사이클로 알킬(하이클로 알케닐),
    (C4-C13)의 사이클로 알킬(사이클로 알케닐) 알킬(알케닐),
    (C5-C13)의 알킬(알케닐) 사이클로 알킬(사이클로알케닐) 알킬(알케닐),
    (C7-C13)의 알킬(알케닐) 비사이클로 알킬(비사이클로알케닐),
    (C8-C13)의 융합된 비사이클로 알킬(비사이클로알케닐),
    (C8-C13)의 알킬(알케닐) 융합된 비사이클로알킬(비사이클로알케닐),
    (C8-C13)의 융합된 비사이클로알킬(비사이클로알케닐) 알킬(알케닐),
    (C9-C13)의 알케닐 융합된 비사이클로알킬(비사이클로알케닐)알킬(알케닐),
    (C10-C13)의 융합된 트리사이클로알킬(트리사이클로알케닐),
    (C11-C13)의 알킬(알케닐) 융합된 트리사이클로알킬(트리사이클로알케닐),
    (C11-C13)의 융합된 트리사이클로 알킬(트리사이클로알케닐) 알킬(알케닐) 및 (C13)의 알킬(알케닐) 융합된 트리사이클로알킬(트리사이클로알케닐) 알킬(알케닐)중에서 선택되는 것을 특징으로 하는 감미료.
  3. 제 2 항에 있어서, R2이 n-C5H11, n-C6H13, n-C7H15,
    CH(CH3)(CH2)2CH3, CH(CH3)(CH2)3CH3,
    (CH2)3CH(CH3)2, (CH2)4CH(CH3)|2, (CH2)5CH (CH3)2, C6H5, (C6-C10)의 시이클로 알킬,
    CH2C6H5, CH2-C-C6H11, CH(CH3)C|6H5, CH(CH3)-C-C6H11,
    (CH2)2C6H5, (CH2)2-C-C6H|11, CH(CH3)CH2C6H5, CH(CH3)CH2-C-C6H11,
    C6H4(CH3), (C6-C10)의 사이클로 알킬(CH3),
    CH2C6H4(CH3), (CH2)-C-C6H10(CH|3),
    CH(CH3)C6H4(CH3), CH(CH3)-C-C6H10(CH3),
    (CH2)2CH(C-C3H5)2, (CH2)3CH(C-C|3H5)2,
    (CH)CH3CH2CH(C-C3H5)2, CH(CH3)(CH2)2CH(C-C3H5)2,
    나프틸, 5,6,7,8-테트라하이드로 나프틸,
    퍼하이드로나프틸, 인데닐, 인다닐,
    나프틸메틸, 5,6,7,8-테트라하이드로나프틸메틸, 퍼 하이드로 나프틸메틸,
    인데닐메틸, 인다닐메틸, 펜칠(fenthyl),
    CH2-나프틸, CH2-5,6,7,8 -테트라하이드로 나프틸,
    CH2-퍼하이드로나프틸, CH2-인데닐, CH2-인다닐,
    CH2-나프틸메틸, CH2-5,6,7,8-테트라 하이드로나프틸메틸,
    CH2-퍼하이드로나프틸메틸, CH2-인데닐메틸, CH2-인다닐메틸,
    아라만틸(adamantyl), CH2-아다만틸, CH(CH3) 아다만틸 및 CH2-아다만틸 메틸 중에서 선택되는 것을 특징으로 하는 감미료.
  4. 제 1 항에 있어서, R2이 N(CH3)C6H5, 피리디닐, 피페리딘, 호모피페리딜, 인돌릴, 인돌리닐, 이소인돌리닐, 퀴놀릴, 이소퀴놀릴, 피라지닐, 피리미딜, 인다졸릴, 퀴녹살리닐, 퀴나졸리릴, 퓨리닐, OCH2C6H5, 피라닐, 벤조 퓨라닐, 메톡시페닐, 메틸옥시카보닐페닐, 3,4-메틸렌디옥시페닐, 모르폴리닐, 벤족사졸릴에탄아미도페닐, 니트릴, 니트로, 티오페닐, 벤조티오페닐, 2,2,4,4-테트라 메틸티아사이클로 부트-3-일, 티아졸릴, 이소티아졸릴, SO2C6H5,SO2C6H|11, SO2C7H13, 클로로페닐, 플루오로페닐 및 트리플루오로메틸페닐중에서 선택되는 것을 특징으로 하는 감미료.
  5. 제 1 항에 있어서 하기 일반식을 가지는 것을 특징으로 하는 감미료.
    상기식에서,
    X3및 X5가 수소이며, X4는 시안이거나 :
    X3및 X5가 염소, 삼불화탄소, 메틸, 불소에서 선택되고 :
    X4는 수소 및 시안중에서 선택되며 :
    R1은 수소 혹은 메틸에서 선택되고 :
    R2는 CH(CH3)C6H5, CH2C6H5, CH(CH3)-c-C6H11, c-C6H11, c-C7H13, c-C8H15, c-C9H17, c-C10H19, SO2C6H5및 SO2C7H|13중에서 선택된다.
  6. 제 1 항에 따른 유효량의 감미료와 다가의 포도당, 전분, 맥아호정, 셀룰로오스, 메틸셀룰로오스, 카르복시메틸셀룰로오스, 하이드록시메틸셀룰로오스, 미세결정체의 셀룰로오스, 알긴산나트륨, 펙틴, 검, 유당, 맥아당, 포도당, 류우신, 글리세롤, 만니톨, 소르비톨, 중탄산나트륨, 인산, 시트르산, 주석산, 푸마르산, 벤조산, 소르빈산, 프로피온산 및 이들의 나트륨, 칼륨, 칼슘염 및 상기한 것들의 혼합물 중에서 선택되는 생리학적으로 허용되는 캐리어로 구성되는 것을 특징으로 하는 감미료 조성물.
  7. 제 1 항에서 제 5 항중 어느 한항에 따른 감미료와 자당, 콘시럽, 과당, 아스파탐, 알리탐, 네오헤스페리딘디하이드로찰콘, 수소화이소말툴로오스, 스테비오시드, L-설탕, 글리시리진, 크실리톨, 에세설팜-K, 사카린(및 이의 나트륨, 칼륨, 칼슘염), 사이클라민산(및 이의 나트륨, 칼륨,칼슘염)트리클로로갈락토수크로오스, 모넬린, 토마틴 및 이들의 혼합물에서 선택된 기타 감미료로 구성되는 것을 특징으로 하는 감미료 조성물.
  8. 하기 일반식(Ⅱ)의 티오우레이드 혹은 티오아미드 유도체와 하기 일반식(Ⅲ)의 화합물을 축합시킴을 특징으로 하는 호변이성형태 및 생리학적으로 허용되는 염을 포함하는 하기 일반식(Ⅰ)의 감미료의 제조방법.
    상기 식에서,
    G1은 (X3X4X5)C6H2혹은 HOOCCHR4이고,
    G2는 R2혹은 HOOC CHR4이며,
    G3, G4및 G5는 수소 R1혹은 R3이고,
    G3는 (X3X4X5)C6H2, R2혹은 HOOCCHR4이며,
    A´는 질소 혹은 탄소이고
    A´가 질소일 때 n은 1이며, A´가 탄소일 때 n은 2이고,
    G1,G2및 G6는 동시에 서로 동일하지 않으며,
    A 및 A´는 동시에 탄소원자가 아니고, G1,G2혹은 G6가 HOOCCHR4일 때 A´는 질소이며,
    G3,G4및 G5는 수소이고,
    X3,X4,X5,R1,R2,R3,R4및 A는 상기한 정의와 같다.
  9. 제 8 항에 있어서, 하기 반응식에 따라 이소티오시아네이트와 아민을 반응시켜 티오우레이드유도체를 생성시킴을 특징으로 하는 제조방법.
  10. 제 8 항에 있어서, 티오우레이드 혹은 티오아미드 유도체의 황 원자가 S-알킬 혹은 SO3H로 변형되거나 O-알킬, O-SO2아릴 혹은 할로겐원자로 치환되어 활성화 됨을 특징으로 하는 제조방법.
  11. 제 8 항 또는 제10항에 있어서, 요오드화메틸 및 디메틸 설페이트와 같은 알킬제에 의해 티오우레이드 혹은 티오아미드 유도체가 하기 일반식의 S-메틸이소티오 우레이드 혹은 S-메틸이소티오아미드로 변형되어 활성화됨을 특징으로 하는 제조방법.
  12. 제 8 항에 있어서, 하기 반응식과 같이 포스겐이나 동분자로 된 (C6H5)3P-CCl4-(C2H5)N3혼합물에 의해 A가 질소이고 G3및 G4가 수소인 티오우레이드 유도체가 카보디이미드 중간체로 변형되어 활성화됨을 특징으로 하는 제조방법.
  13. 제 3 항에 있어서, 하기 반응식과 같이 결합제 디사이클로헥실카보디이미드(DCC)에 의해 A 및 A'가 질소이고, G3,G4혹은 G5중 최소한 하나가 수소 인티오우레이드 유도체를 아민과 축합시킴을 특징으로 하는 제조방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR870002290A 1986-03-13 1987-03-12 감미료 및 그 제조방법 KR870008526A (ko)

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FR86420071.2 1986-03-13
EP86420071A EP0195730B1 (fr) 1985-03-19 1986-03-13 Nouveaux agents édulcorants dérivant de la glycine et de la bêta-alanine, procédé pour édulcorer des produits divers et compositions contenant de tels agents édulcorants
FR8605320A FR2597096B1 (fr) 1986-04-10 1986-04-10 Nouveaux composes chimiques derivant de l'acide phenylguanidinoacetique et leur utilisation comme agents edulcorants
FR8605320 1986-04-10
FR8615788 1986-11-07
FR868615788A FR2606404B2 (fr) 1986-04-10 1986-11-07 Nouveaux composes chimiques derivant de l'acide phenylguanidinoacetique et leur utilisation comme agents edulcorants
FR8618233A FR2608379B1 (fr) 1986-12-23 1986-12-23 Agents edulcorants derives des acides n-phenylguanidinoacetique et n-phenylethanamidinoacetique, procede pour edulcorer des produits divers, et compositions contenant de tels agents edulcorants
FR8618233 1986-12-23

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US4921939A (en) * 1985-03-19 1990-05-01 Universite Claude Bernard -Lyon 1 Sweetening agents
US4900740A (en) * 1987-10-02 1990-02-13 The Nutrasweet Company N,N'-disubstituted guanidines containing a carboxyl or a tetrazolyl moiety
FR2624699B1 (fr) * 1987-12-18 1990-04-13 Bernard Lyon I Universite Clau Derives heterocycliques de n-carbamoyl-, n-thiocarbamoyl- ou n-amidino-glycine ou beta-alanine utiles comme agents edulcorants
NZ229828A (en) * 1988-08-09 1992-03-26 Squibb & Sons Inc Aryl cyanoguanidine derivatives and pharmaceutical compositions
US5278169A (en) * 1988-08-09 1994-01-11 E. R. Squibb & Sons, Inc. Method of treating or prevention of fibrillation of the heart
CN102239961B (zh) * 2011-05-30 2013-01-16 重庆市天龙牧业科技有限公司 一种香味剂
EP2874997A4 (en) 2012-07-19 2016-01-06 Univ Drexel NEW SIGMA RECEPTOR LIGANDS AND METHOD FOR REGULATING CELLULAR PROTEIN HOMEOSTASIS THEREWITH
WO2019089902A1 (en) 2017-11-01 2019-05-09 Drexel University Compounds, compositions, and methods for treating diseases

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FR2533210A1 (fr) * 1982-09-17 1984-03-23 Lyon I Universite Claude Edulcorants de synthese
FR2579201B1 (fr) * 1985-03-19 1987-05-07 Bernard Lyon I Universite Clau Composes chimiques perfectionnes, utilisation comme agents edulcorants et compositions contenant de tels agents
FR2579202B1 (fr) * 1985-03-19 1988-04-29 Univ Claude Bernard Lyon Nouveaux composes chimiques, utilisation comme agents edulcorants et compositions contenant de tels agents
US4814007A (en) * 1986-01-16 1989-03-21 Henkel Corporation Recovery of precious metals
FR2609603B1 (fr) * 1987-01-15 1989-03-24 Univ Claude Bernard Lyon Agents edulcorants derives des acides guanidinoacetique et ethanamidinoacetique, procede pour edulcorer des produits divers, et compositions contenant de tels agents edulcorants

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CA1301149C (fr) 1992-05-19
AU7132687A (en) 1987-10-15

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