CA2029018A1 - Analogues de l'hormone liberant de la gonadotrophine - Google Patents

Analogues de l'hormone liberant de la gonadotrophine

Info

Publication number: CA2029018A1
Authority: CA; Canada
Prior art keywords: trp; pro; gonadotropin releasing; analogues; releasing hormone
Prior art date: 1989-11-01
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.): Abandoned

Application number

CA002029018A

Other languages

English (en)

Inventor

Robert P. Millar

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Individual

Original Assignee

Individual

Priority date (The priority date 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 date listed.)

1989-11-01

Filing date

1990-10-31

Publication date

1991-05-02

1990-10-31 Application filed by Individual filed Critical Individual

1991-05-02 Publication of CA2029018A1 publication Critical patent/CA2029018A1/fr

Status Abandoned legal-status Critical Current

Links

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 title claims abstract 4
108090000765 processed proteins & peptides Proteins 0.000 claims abstract description 12
101000857870 Squalus acanthias Gonadoliberin Proteins 0.000 claims abstract description 8
241000251539 Vertebrata <Metazoa> Species 0.000 claims abstract 8
229940035638 gonadotropin-releasing hormone Drugs 0.000 claims abstract 5
239000000579 Gonadotropin-Releasing Hormone Substances 0.000 claims abstract 3
239000005556 hormone Substances 0.000 claims description 8
229940088597 hormone Drugs 0.000 claims description 8
238000000034 method Methods 0.000 claims description 7
230000001105 regulatory effect Effects 0.000 claims 3
125000002849 D-tyrosine group Chemical group [H]N([H])[C@@]([H])(C(=O)[*])C([H])([H])C1=C([H])C([H])=C(O[H])C([H])=C1[H] 0.000 claims 1
150000001413 amino acids Chemical group 0.000 abstract description 5
102000004196 processed proteins & peptides Human genes 0.000 abstract 3
150000008574 D-amino acids Chemical class 0.000 abstract 2
239000000556 agonist Substances 0.000 abstract 1
150000002500 ions Chemical class 0.000 description 9
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 6
NMJREATYWWNIKX-UHFFFAOYSA-N GnRH Chemical compound C1CCC(C(=O)NCC(N)=O)N1C(=O)C(CC(C)C)NC(=O)C(CC=1C2=CC=CC=C2NC=1)NC(=O)CNC(=O)C(NC(=O)C(CO)NC(=O)C(CC=1C2=CC=CC=C2NC=1)NC(=O)C(CC=1NC=NC=1)NC(=O)C1NC(=O)CC1)CC1=CC=C(O)C=C1 NMJREATYWWNIKX-UHFFFAOYSA-N 0.000 description 5
108010086677 Gonadotropins Proteins 0.000 description 5
102000006771 Gonadotropins Human genes 0.000 description 5
239000002622 gonadotropin Substances 0.000 description 5
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
230000001817 pituitary effect Effects 0.000 description 4
ODHCTXKNWHHXJC-VKHMYHEASA-N 5-oxo-L-proline Chemical compound OC(=O)[C@@H]1CCC(=O)N1 ODHCTXKNWHHXJC-VKHMYHEASA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
239000002253 acid Substances 0.000 description 3
QIVBCDIJIAJPQS-SECBINFHSA-N D-tryptophane Chemical compound C1=CC=C2C(C[C@@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-SECBINFHSA-N 0.000 description 2
KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
240000000233 Melia azedarach Species 0.000 description 2
210000004556 brain Anatomy 0.000 description 2
229910052739 hydrogen Inorganic materials 0.000 description 2
239000001257 hydrogen Substances 0.000 description 2
108010029020 prolylglycine Proteins 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
230000000638 stimulation Effects 0.000 description 2
SGTNSNPWRIOYBX-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile Chemical compound C1=C(OC)C(OC)=CC=C1CCN(C)CCCC(C#N)(C(C)C)C1=CC=C(OC)C(OC)=C1 SGTNSNPWRIOYBX-UHFFFAOYSA-N 0.000 description 1
241001190434 Aon Species 0.000 description 1
QADCERNTBWTXFV-JSGCOSHPSA-N Arg-Trp Chemical compound C1=CC=C2C(C[C@H](NC(=O)[C@H](CCCNC(N)=N)N)C(O)=O)=CNC2=C1 QADCERNTBWTXFV-JSGCOSHPSA-N 0.000 description 1
241001312218 Arisaema triphyllum Species 0.000 description 1
241000271566 Aves Species 0.000 description 1
NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
235000006481 Colocasia esculenta Nutrition 0.000 description 1
OUYCCCASQSFEME-MRVPVSSYSA-N D-tyrosine Chemical compound OC(=O)[C@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-MRVPVSSYSA-N 0.000 description 1
-1 D~Ala Chemical compound 0.000 description 1
241000287828 Gallus gallus Species 0.000 description 1
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
101100001174 Haloferax volcanii (strain ATCC 29605 / DSM 3757 / JCM 8879 / NBRC 14742 / NCIMB 2012 / VKM B-1768 / DS2) aglQ gene Proteins 0.000 description 1
HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 description 1
101150002998 LCAT gene Proteins 0.000 description 1
241000124008 Mammalia Species 0.000 description 1
241001465754 Metazoa Species 0.000 description 1
241001024304 Mino Species 0.000 description 1
239000004677 Nylon Substances 0.000 description 1
101150107341 RERE gene Proteins 0.000 description 1
101100014660 Rattus norvegicus Gimap8 gene Proteins 0.000 description 1
101100188804 Rattus norvegicus Hcrt gene Proteins 0.000 description 1
NHUHCSRWZMLRLA-UHFFFAOYSA-N Sulfisoxazole Chemical compound CC1=NOC(NS(=O)(=O)C=2C=CC(N)=CC=2)=C1C NHUHCSRWZMLRLA-UHFFFAOYSA-N 0.000 description 1
QYTDEUPAUMOIOP-UHFFFAOYSA-N TEMPO Chemical compound CC1(C)CCCC(C)(C)N1[O] QYTDEUPAUMOIOP-UHFFFAOYSA-N 0.000 description 1
102000003622 TRPC4 Human genes 0.000 description 1
LCPVBXOHXMBLFW-JSGCOSHPSA-N Trp-Arg Chemical compound C1=CC=C2C(C[C@H](N)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O)=CNC2=C1 LCPVBXOHXMBLFW-JSGCOSHPSA-N 0.000 description 1
VIWQOOBRKCGSDK-RYQLBKOJSA-N Trp-Arg-Pro Chemical compound C1C[C@@H](N(C1)C(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC2=CNC3=CC=CC=C32)N)C(=O)O VIWQOOBRKCGSDK-RYQLBKOJSA-N 0.000 description 1
DXHHCIYKHRKBOC-BHYGNILZSA-N Trp-Gln-Pro Chemical compound C1C[C@@H](N(C1)C(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CC2=CNC3=CC=CC=C32)N)C(=O)O DXHHCIYKHRKBOC-BHYGNILZSA-N 0.000 description 1
MYVYPSWUSKCCHG-JQWIXIFHSA-N Trp-Ser Chemical compound C1=CC=C2C(C[C@H](N)C(=O)N[C@@H](CO)C(O)=O)=CNC2=C1 MYVYPSWUSKCCHG-JQWIXIFHSA-N 0.000 description 1
NQIHMZLGCZNZBN-PXNSSMCTSA-N Trp-Trp Chemical compound C1=CC=C2C(C[C@H](NC(=O)[C@H](CC=3C4=CC=CC=C4NC=3)N)C(O)=O)=CNC2=C1 NQIHMZLGCZNZBN-PXNSSMCTSA-N 0.000 description 1
238000013019 agitation Methods 0.000 description 1
QXAITBQSYVNQDR-UHFFFAOYSA-N amitraz Chemical compound C=1C=C(C)C=C(C)C=1N=CN(C)C=NC1=CC=C(C)C=C1C QXAITBQSYVNQDR-UHFFFAOYSA-N 0.000 description 1
210000000481 breast Anatomy 0.000 description 1
239000001110 calcium chloride Substances 0.000 description 1
229910001628 calcium chloride Inorganic materials 0.000 description 1
235000011148 calcium chloride Nutrition 0.000 description 1
244000309466 calf Species 0.000 description 1
OWIUPIRUAQMTTK-UHFFFAOYSA-N carbazic acid Chemical compound NNC(O)=O OWIUPIRUAQMTTK-UHFFFAOYSA-N 0.000 description 1
NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 1
230000001143 conditioned effect Effects 0.000 description 1
229920001577 copolymer Polymers 0.000 description 1
230000008878 coupling Effects 0.000 description 1
238000010168 coupling process Methods 0.000 description 1
238000005859 coupling reaction Methods 0.000 description 1
VPWFPZBFBFHIIL-UHFFFAOYSA-L disodium 4-[(4-methyl-2-sulfophenyl)diazenyl]-3-oxidonaphthalene-2-carboxylate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=CC(C)=CC=C1N=NC1=C(O)C(C([O-])=O)=CC2=CC=CC=C12 VPWFPZBFBFHIIL-UHFFFAOYSA-L 0.000 description 1
QUSNBJAOOMFDIB-UHFFFAOYSA-O ethylaminium Chemical compound CC[NH3+] QUSNBJAOOMFDIB-UHFFFAOYSA-O 0.000 description 1
125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 description 1
239000008103 glucose Substances 0.000 description 1
210000002149 gonad Anatomy 0.000 description 1
229920001778 nylon Polymers 0.000 description 1
239000008188 pellet Substances 0.000 description 1
IOVGROKTTNBUGK-SJCJKPOMSA-N ritodrine Chemical compound N([C@@H](C)[C@H](O)C=1C=CC(O)=CC=1)CCC1=CC=C(O)C=C1 IOVGROKTTNBUGK-SJCJKPOMSA-N 0.000 description 1
238000000926 separation method Methods 0.000 description 1
241000894007 species Species 0.000 description 1
235000013547 stew Nutrition 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
210000001519 tissue Anatomy 0.000 description 1
108010045269 tryptophyltryptophan Proteins 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
229920002554 vinyl polymer Polymers 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
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing 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)

CA002029018A 1989-11-01 1990-10-31 Analogues de l'hormone liberant de la gonadotrophine Abandoned CA2029018A1 (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
ZA898317		1989-11-01
ZA89/8317		1989-11-01

Publications (1)

Publication Number	Publication Date
CA2029018A1 true CA2029018A1 (fr)	1991-05-02

Family

ID=25579889

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002029018A Abandoned CA2029018A1 (fr)	1989-11-01	1990-10-31	Analogues de l'hormone liberant de la gonadotrophine

Country Status (2)

Country	Link
CA (1)	CA2029018A1 (fr)
GB (1)	GB2237571B (fr)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US6635739B2 (en) *	1999-10-15	2003-10-21	Theresa Siler-Khodr	Non-mammalian GnRH analogs and uses thereof in regulation of fertility and pregnancy
US6323179B1 (en) *	1999-10-15	2001-11-27	Theresa Siler-Khodr	Chicken GNRH analogs and uses thereof in regulation of fertility and pregnancy
US7834141B1 (en) *	2000-03-31	2010-11-16	Theresa Siler-Khodr	Non-mammalian GnRH analogs and uses thereof in tumor cell growth regulation and cancer therapy
WO2003016331A2 (fr) *	2001-08-17	2003-02-27	Siler-Khodr Theresa M	Analogues de gnrh non-mammaliens et leurs utilisations dans la regulation de la fertilite et de la gestation
US20040152639A1 (en) *	2001-08-28	2004-08-05	Siler-Khodr Theresa M.	Non-mammalian GnRH analogs and uses thereof in regulation of fertility and pregnancy
AU2003210062A1 (en) *	2002-05-03	2003-11-17	Hyuk-Bang Kwon	Agonists and antagonists of gonadotropin-releasing hormone-2, and use thereof
GB0616111D0 (en)	2006-06-16	2006-09-20	Ardana Bioscience Ltd	Agents, methods and uses
TWI396696B (zh)	2010-03-19	2013-05-21	Univ Nat Pingtung Sci & Tech	一種促進魚類卵黃生成之合成胜肽
JP7541822B2 (ja)	2017-01-20	2024-08-29	アイエスアールイミューンシステムレギュレイションホールディングアクチエボラグ（パブル）	既知の化合物の新規使用－細胞内感染
JP2020505379A (ja) *	2017-01-20	2020-02-20	イミューンシステムレギュレェイションホールディングエービー	新規化合物（イムノレリン）
JP2020505378A (ja) *	2017-01-20	2020-02-20	イミューンシステムレギュレェイションホールディングエービー	新規化合物（イムノヘリン−細胞内感染）
US11672842B2 (en)	2017-02-22	2023-06-13	ISR Immune System Regulation Holding AB (publ)	Gonadotropin-releasing hormones for use as adjuvant immunotherapeutics

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2238700B1 (fr) *	1973-07-24	1977-10-14	Takeda Chemical Industries Ltd
US4005063A (en) *	1973-10-11	1977-01-25	Abbott Laboratories	[Des-gly]10 -GnRH nonapeptide anide analogs in position 6 having ovulation-inducing activity
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
NZ181036A (en) *	1975-06-12	1978-12-18	A Schally	Luteinising hormone releasing hormone analogues and intermediates therefor
US4071622A (en) *	1976-02-11	1978-01-31	Abbott Laboratories	Treatment of a mammary or DMBA inducible tumor
US4218439A (en) *	1977-07-14	1980-08-19	The Salk Institute For Biological Studies	Peptide which inhibits gonadal function
DE2735515A1 (de) *	1977-08-06	1979-02-22	Hoechst Ag	Verwendung von lh-rh-peptiden als antikonzeptive
US4618598A (en) *	1982-04-12	1986-10-21	Duke University	Method of regulating hormone function or release
US4410514A (en) *	1982-12-06	1983-10-18	The Salk Institute For Biological Studies	GnRH Agonists
GB2228262B (en) *	1989-01-25	1992-10-07	Nat Inst Immunology	Antigenic derivative of gnrh

1990
- 1990-10-31 CA CA002029018A patent/CA2029018A1/fr not_active Abandoned
- 1990-11-01 GB GB9023748A patent/GB2237571B/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
GB2237571A (en)	1991-05-08
GB2237571B (en)	1993-10-20
GB9023748D0 (en)	1990-12-12

Legal Events

Date	Code	Title	Description
1994-04-30	FZDE	Dead

Publication	Publication Date	Title
CA2029018A1 (fr)	1991-05-02	Analogues de l'hormone liberant de la gonadotrophine
Chung et al.	1983	Stromal‐epithelial interactions: II. Regulation of prostatic growth by embryonic urogenital sinus mesenchyme
Schultz	1974	A quantitative study of the satellite cell population in postnatal mouse lumbrical muscle
Fetchick et al.	1986	Production of 1, 25-dihydroxyvitamin D3 by human T cell lymphotrophic virus-I-transformed lymphocytes.
CHANNING	1970	Effect of stage of the estrous cycle and gonadotrophins upon luteinization of porcine granulosa cells in culture
Christie	1967	Rapid staining procedures for differentiating plant virus inclusions in epidermal strips
Leffler	1976	Development of Cotton Fruit I. Accumulation and Distribution of Dry Matter 1
Bouza et al.	1994	Relations between auxin and cytokinin contents and in vitro rooting of tree Peony (Paeonia suffruticosa Andr.)
Fridberg et al.	1966	Regeneration of the caudal neurosecretory system in the cichlid teleost Tilapia mossambica
Mayo et al.	1992	Desmin expression during early mouse tongue morphogenesis
US3786097A (en)	1974-01-15	N,n-diallyl-3,7,11-trimethyl-2,6,10-dodecatrienylamine
Fujita et al.	1967	On the fine structure of corpuscles of Stannius of the eel, Anguilla japonica
Björkman et al.	1964	On the ultrastructure of the ovary of the liver fluke (Fasciola hepatica L.)
Ammar	1986	Ultrastructure of the salivary glands of the planthopper, Peregrinus maidis (Ashmead)(Homoptera: Delphacidae)
Rohr et al.	1989	Ultrastructural changes in haploid embryoids of Larix decidua during early embryogenesis
Dardick et al.	1988	Characterization of epimyoepithelial islands in benign lymphoepithelial lesions of major salivary gland: an immunohistochemical and ultrastructural study
Gäde et al.	1992	Primary structures of the hypertrehalosemic peptides from corpora cardiaca of the primitive cockroach Polyphaga aegyptiaca
Zee	1981	Studies on adventive embryo formation in the petiole expiants of coriander (Coriandrum sativum)
KUROSUMI	1971	Mitosis of the rat anterior pituitary cells: an electron microscope study
Shimizu et al.	1987	Annual reproductive cycle in an autumn-spawning bitterling Acheilognathus rhombea
Raspotnig et al.	2005	Volatile exudates from the oribatid mite, Platynothrus peltifer
Stanley et al.	1968	Origin of migrating cells in cultures of moth ovarian tissue based on developmental stages producing optimum outgrowth
Gaino et al.	1996	Fine structure of flat-tipped antennal sensilla in three species of mayflies (Ephemeroptera)
Rybicka	1973	Ultrastructure of macromeres in the cleavage of Hymenolepis diminuta (Cestoda)
Isobe et al.	1983	Myofibrillogenesis in vitro as seen with the scanning electron microscope