DE2617646C2 - Nonapeptid-amide und Decapeptid-amide mit Gonadoliberin-Wirkung, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende pharmazeutische Präparate - Google Patents
Nonapeptid-amide und Decapeptid-amide mit Gonadoliberin-Wirkung, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende pharmazeutische PräparateInfo
- Publication number
- DE2617646C2 DE2617646C2 DE2617646A DE2617646A DE2617646C2 DE 2617646 C2 DE2617646 C2 DE 2617646C2 DE 2617646 A DE2617646 A DE 2617646A DE 2617646 A DE2617646 A DE 2617646A DE 2617646 C2 DE2617646 C2 DE 2617646C2
- Authority
- DE
- Germany
- Prior art keywords
- arg
- pro
- gln
- ser
- leu
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
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- MGHPNCMVUAKAIE-UHFFFAOYSA-N diphenylmethanamine Chemical compound C=1C=CC=CC=1C(N)C1=CC=CC=C1 MGHPNCMVUAKAIE-UHFFFAOYSA-N 0.000 description 1
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- 238000001035 drying Methods 0.000 description 1
- XWBDWHCCBGMXKG-UHFFFAOYSA-N ethanamine;hydron;chloride Chemical compound Cl.CCN XWBDWHCCBGMXKG-UHFFFAOYSA-N 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- XLXSAKCOAKORKW-AQJXLSMYSA-N gonadorelin Chemical class C([C@@H](C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1[C@@H](CCC1)C(=O)NCC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@H]1NC(=O)CC1)C1=CC=C(O)C=C1 XLXSAKCOAKORKW-AQJXLSMYSA-N 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000002267 hypothalamic effect Effects 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- KERBAAIBDHEFDD-UHFFFAOYSA-N n-ethylformamide Chemical compound CCNC=O KERBAAIBDHEFDD-UHFFFAOYSA-N 0.000 description 1
- 239000007923 nasal drop Substances 0.000 description 1
- 229940100662 nasal drops Drugs 0.000 description 1
- 229940097496 nasal spray Drugs 0.000 description 1
- 239000007922 nasal spray Substances 0.000 description 1
- 239000002547 new drug Substances 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 238000005897 peptide coupling reaction Methods 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 239000002504 physiological saline solution Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000003488 releasing hormone Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 238000011146 sterile filtration Methods 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- IOGXOCVLYRDXLW-UHFFFAOYSA-N tert-butyl nitrite Chemical compound CC(C)(C)ON=O IOGXOCVLYRDXLW-UHFFFAOYSA-N 0.000 description 1
- 239000012414 tert-butyl nitrite Substances 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- 238000001665 trituration Methods 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/04—Linear peptides containing only normal peptide links
- C07K7/23—Luteinising hormone-releasing hormone [LHRH]; Related peptides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
- C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
- C07J41/0038—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 with an androstane skeleton, including 18- or 19-substituted derivatives, 18-nor derivatives and also derivatives where position 17-beta is substituted by a carbon atom not directly bonded to a further carbon atom and not being part of an amide group
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S930/00—Peptide or protein sequence
- Y10S930/01—Peptide or protein sequence
- Y10S930/13—Luteinizing hormone-releasing hormone; related peptides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Endocrinology (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
Priority Applications (16)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2617646A DE2617646C2 (de) | 1976-04-22 | 1976-04-22 | Nonapeptid-amide und Decapeptid-amide mit Gonadoliberin-Wirkung, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende pharmazeutische Präparate |
| NL7704150A NL7704150A (nl) | 1976-04-22 | 1977-04-15 | Werkwijze voor het bereiden van peptiden met gonadoliberine-werking. |
| CH482277A CH632738A5 (de) | 1976-04-22 | 1977-04-19 | Peptide mit gonadoliberin-wirkung und verfahren zu ihrer herstellung. |
| IL51924A IL51924A (en) | 1976-04-22 | 1977-04-20 | Peptides having gonadoliberin activity and process for their manufacture |
| SE7704543A SE7704543L (sv) | 1976-04-22 | 1977-04-20 | Peptider med gonadoliberin-verkan och forfarande for deras framstellning |
| IT22670/77A IT1075743B (it) | 1976-04-22 | 1977-04-20 | Peptidi con attivita' gonadoliberinica e processo per la loro preparazione |
| US05/789,253 US4118483A (en) | 1976-04-22 | 1977-04-20 | Peptides having gonadoliberin activity and process for their manufacture |
| CA276,665A CA1099703A (en) | 1976-04-22 | 1977-04-21 | Peptides having gonadoliberin activity and process for their manufacture |
| AU24474/77A AU509608B2 (en) | 1976-04-22 | 1977-04-21 | Peptides having gonadoliberin activity |
| DK175177A DK175177A (da) | 1976-04-22 | 1977-04-21 | Peptider med gonadoliberinvirkning og fremgangsmade til dens fremstilling |
| AT278277A AT353992B (de) | 1976-04-22 | 1977-04-21 | Verfahren zur herstellung von neuen peptiden |
| GB16822/77A GB1572126A (en) | 1976-04-22 | 1977-04-22 | Peptide having gonadoliberin activity |
| JP4728377A JPS52131578A (en) | 1976-04-22 | 1977-04-22 | Novel peptide and preparation thereof |
| FR7712275A FR2348913A1 (fr) | 1976-04-22 | 1977-04-22 | Peptides presentant la meme action que la gonadoliberine,leur procede de preparation et leurs applications |
| BE176957A BE853887A (fr) | 1976-04-22 | 1977-04-22 | Peptides presentant la meme action que la gonadoliberine, leur procede de preparation et leurs applications |
| AT68579A AT365561B (de) | 1976-04-22 | 1979-01-30 | Verfahren zur herstellung von neuen peptiden |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2617646A DE2617646C2 (de) | 1976-04-22 | 1976-04-22 | Nonapeptid-amide und Decapeptid-amide mit Gonadoliberin-Wirkung, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende pharmazeutische Präparate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2617646A1 DE2617646A1 (de) | 1977-11-03 |
| DE2617646C2 true DE2617646C2 (de) | 1986-07-31 |
Family
ID=5975965
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2617646A Expired DE2617646C2 (de) | 1976-04-22 | 1976-04-22 | Nonapeptid-amide und Decapeptid-amide mit Gonadoliberin-Wirkung, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende pharmazeutische Präparate |
Country Status (15)
Families Citing this family (41)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2735515A1 (de) * | 1977-08-06 | 1979-02-22 | Hoechst Ag | Verwendung von lh-rh-peptiden als antikonzeptive |
| US4256737A (en) * | 1979-06-11 | 1981-03-17 | Syntex (U.S.A.) Inc. | Long acting depot injectable formulations for LH-RH analogues |
| US4244946A (en) * | 1979-06-11 | 1981-01-13 | The Salk Institute For Biological Studies | Water-soluble peptides affecting gonadal function |
| US4234571A (en) * | 1979-06-11 | 1980-11-18 | Syntex (U.S.A.) Inc. | Nonapeptide and decapeptide derivatives of luteinizing hormone releasing hormone |
| IT1149971B (it) * | 1979-06-11 | 1986-12-10 | Syntex Inc | Derivati nonapeptide e decapeptide dell'ormone che rilascia l'ormone luteinizzante |
| US4377515A (en) * | 1979-10-01 | 1983-03-22 | Merck & Co., Inc. | Long lasting agonists and antagonists of LH-RH |
| US4301066A (en) * | 1980-05-08 | 1981-11-17 | American Home Products Corp. | Preparation of (D-Trp 6)-LH-RH via the heptapeptide H-Ser-Tyr-D-Trp-Leu-Arg-Pro-Gly-NH2 |
| DE3020941A1 (de) * | 1980-06-03 | 1981-12-17 | Hoechst Ag, 6000 Frankfurt | Nonapeptid, verfahren zu seiner herstellung, dieses enthaltendes mittel und seine verwendung |
| US4444759A (en) * | 1982-07-26 | 1984-04-24 | The Salk Institute For Biological Studies | GnRH Antagonists II |
| US4443368A (en) * | 1982-11-01 | 1984-04-17 | The Salk Institute For Biological Studies | Peptides affecting gonadal function |
| US4410514A (en) * | 1982-12-06 | 1983-10-18 | The Salk Institute For Biological Studies | GnRH Agonists |
| US5116817A (en) * | 1982-12-10 | 1992-05-26 | Syntex (U.S.A.) Inc. | LHRH preparations for intranasal administration |
| HU187503B (en) * | 1983-03-29 | 1986-01-28 | Magyar Tudomanyos Akademia,Hu | Process for preparing gonadoliberine derivatives containing beta-aspartyl group |
| US4605643A (en) * | 1984-03-02 | 1986-08-12 | The Salk Institute For Biological Studies | Ovine GRF |
| HU189394B (en) * | 1983-12-23 | 1986-06-30 | Koezponti Valto- Es Hitelbank Rt Innovacios Alap,Hu | Method for producing spermatozoa suitable for fertilization from mature fishes |
| IT1178775B (it) * | 1983-12-23 | 1987-09-16 | Konzponti Valto Es Hitelbank R | Derivati della gonadoliberina e procedimento per la loro preparazione |
| DE3414595A1 (de) * | 1984-04-18 | 1985-10-31 | Hoechst Ag, 6230 Frankfurt | Verwendung von gonadoliberin und gonadoliberinagonisten zur behandlung klimakterischer beschwerden |
| US4659693A (en) * | 1984-04-30 | 1987-04-21 | Syntex (U.S.A.) Inc. | N,N'-dialkyl substituted guanidino amino acyl residue substituted GRF-analog peptides |
| US4775660A (en) * | 1984-08-02 | 1988-10-04 | Fernand Labrie | Treatment of breast cancer by combination therapy |
| US4760053A (en) * | 1984-08-02 | 1988-07-26 | Fernand Labrie | Combination therapy for selected sex steroid dependent cancers |
| US4666885A (en) * | 1985-02-08 | 1987-05-19 | Fernand Labrie | Combination therapy for treatment of female breast cancer |
| US4677193A (en) * | 1985-02-22 | 1987-06-30 | The Salk Institute For Biological Studies | Peptides containing an aliphatic-aromatic ketone side chain |
| HU193607B (en) * | 1985-07-18 | 1987-11-30 | Innofinance Altalanos Innovaci | Process for production of sexual products applyable for natural or artificial insemination for mammates |
| DE3842010A1 (de) * | 1988-12-14 | 1990-06-21 | Hoechst Ag | Kompetitive gonadoliberin-antagonisten |
| EP0462189B1 (en) * | 1989-03-10 | 1995-09-27 | Endorecherche Inc. | Combination therapy for treatment of estrogen sensitive diseases |
| US5372996A (en) * | 1989-03-10 | 1994-12-13 | Endorecherche, Inc. | Method of treatment of androgen-related diseases |
| JP3350048B2 (ja) * | 1989-07-07 | 2002-11-25 | アンドルシェルシュ・インコーポレイテッド | アンドロゲン関連疾患の治療方法 |
| KR0181264B1 (ko) * | 1989-07-07 | 1999-03-20 | 라브리 페르낭 | 성스테로이드 활성 억제용 안드로겐 유도체 |
| EP0641211A1 (en) * | 1992-05-21 | 1995-03-08 | Endorecherche Inc. | INHIBITORS OF TESTOSTERONE 5$g(a)-REDUCTASE ACTIVITY |
| IT1264129B1 (it) * | 1993-04-09 | 1996-09-16 | Codev S A | Peptidi ad attivita' immunomodulatoria derivati da frammenti di leucochinina |
| US5843901A (en) * | 1995-06-07 | 1998-12-01 | Advanced Research & Technology Institute | LHRH antagonist peptides |
| US20040241842A1 (en) * | 1999-04-15 | 2004-12-02 | Monash University | Stimulation of thymus for vaccination development |
| US20040265285A1 (en) * | 1999-04-15 | 2004-12-30 | Monash University | Normalization of defective T cell responsiveness through manipulation of thymic regeneration |
| AUPR074500A0 (en) * | 2000-10-13 | 2000-11-09 | Monash University | Treatment of t cell disorders |
| US20040258672A1 (en) * | 1999-04-15 | 2004-12-23 | Monash University | Graft acceptance through manipulation of thymic regeneration |
| US20050020524A1 (en) * | 1999-04-15 | 2005-01-27 | Monash University | Hematopoietic stem cell gene therapy |
| US20070274946A1 (en) * | 1999-04-15 | 2007-11-29 | Norwood Immunoloty, Ltd. | Tolerance to Graft Prior to Thymic Reactivation |
| US20040259803A1 (en) * | 1999-04-15 | 2004-12-23 | Monash University | Disease prevention by reactivation of the thymus |
| US20060088512A1 (en) * | 2001-10-15 | 2006-04-27 | Monash University | Treatment of T cell disorders |
| US20080279812A1 (en) * | 2003-12-05 | 2008-11-13 | Norwood Immunology, Ltd. | Disease Prevention and Vaccination Prior to Thymic Reactivation |
| CN103037862A (zh) | 2010-06-16 | 2013-04-10 | 恩多研究公司 | 治疗或预防雌激素相关疾病的方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL7505590A (nl) * | 1974-05-18 | 1975-11-20 | Hoechst Ag | Werkwijze voor het bereiden van peptiden met lh-rh/fsh-rh-werking. |
| DE2438350C3 (de) * | 1974-08-09 | 1979-06-13 | Hoechst Ag, 6000 Frankfurt | Peptide mit starker LH-RH/FSH-RH-Wirkung, Verfahren zu ihrer Herstellung und diese enthaltende pharmazeutische Zubereitungen |
-
1976
- 1976-04-22 DE DE2617646A patent/DE2617646C2/de not_active Expired
-
1977
- 1977-04-15 NL NL7704150A patent/NL7704150A/xx not_active Application Discontinuation
- 1977-04-19 CH CH482277A patent/CH632738A5/de not_active IP Right Cessation
- 1977-04-20 SE SE7704543A patent/SE7704543L/xx unknown
- 1977-04-20 IT IT22670/77A patent/IT1075743B/it active
- 1977-04-20 US US05/789,253 patent/US4118483A/en not_active Expired - Lifetime
- 1977-04-20 IL IL51924A patent/IL51924A/xx unknown
- 1977-04-21 DK DK175177A patent/DK175177A/da not_active Application Discontinuation
- 1977-04-21 CA CA276,665A patent/CA1099703A/en not_active Expired
- 1977-04-21 AU AU24474/77A patent/AU509608B2/en not_active Expired
- 1977-04-21 AT AT278277A patent/AT353992B/de not_active IP Right Cessation
- 1977-04-22 BE BE176957A patent/BE853887A/xx not_active IP Right Cessation
- 1977-04-22 GB GB16822/77A patent/GB1572126A/en not_active Expired
- 1977-04-22 JP JP4728377A patent/JPS52131578A/ja active Granted
- 1977-04-22 FR FR7712275A patent/FR2348913A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| BE853887A (fr) | 1977-10-24 |
| NL7704150A (nl) | 1977-10-25 |
| SE7704543L (sv) | 1977-10-23 |
| JPS6110480B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1986-03-29 |
| US4118483A (en) | 1978-10-03 |
| IT1075743B (it) | 1985-04-22 |
| FR2348913A1 (fr) | 1977-11-18 |
| DE2617646A1 (de) | 1977-11-03 |
| CH632738A5 (de) | 1982-10-29 |
| IL51924A (en) | 1980-06-30 |
| AU2447477A (en) | 1978-10-26 |
| ATA278277A (de) | 1979-05-15 |
| GB1572126A (en) | 1980-07-23 |
| AU509608B2 (en) | 1980-05-15 |
| FR2348913B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1980-02-15 |
| DK175177A (da) | 1977-10-23 |
| IL51924A0 (en) | 1977-06-30 |
| CA1099703A (en) | 1981-04-21 |
| AT353992B (de) | 1979-12-10 |
| JPS52131578A (en) | 1977-11-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8110 | Request for examination paragraph 44 | ||
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |