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ChemicalBook--->CAS DataBase List--->76712-82-8

76712-82-8

76712-82-8 Structure

76712-82-8 Structure
IdentificationBack Directory
[Name]

Histrelin
[CAS]

76712-82-8
[Synonyms]

orf17070
HISTRELIN
RWJ-17070
Supprelin
histrelin acetate
Histreline Acetate
(HIS(BZL)6)-HISTRELIN
(DES-GLY10,HIS(BZL)6,PRO-NHET9)-LHRH
(DES-GLY10,D-HIS(BZL)6,PRO-NHET9)-LHRH
((imbl)-d-his(sub6),pro(sub9)-net)lhrh
DES-GLY10,[D-HIS(BZL)6]-LH-RH ETHYLAMIDE
(n-ethyl-l-prolinamide)-10-deglycinamide-
PYR-HIS-TRP-SER-TYR-HIS(BZL)-LEU-ARG-PRO-NHET
PYR-HIS-TRP-SER-TYR-D-HIS(BZL)-LEU-ARG-PRO-NHET
PGLU-HIS-TRP-SER-TYR-D-HIS[BZL]-LEU-ARG-PRO-NHET
[DES-GLY10, D-HIS(BZL)6, PRO-NHET9]-LH-RH (HUMAN)
Pyr-His-Trp-Ser-Tyr-D-His(Bzl)-Leu-Arg-Pro-NHEt acetate salt
(DES-GLY10,HIS(BZL)6,PRO-NHET9)-GONADOTROPIN-RELEASING HORMONE
(DES-GLY10,D-HIS(BZL)6,PRO-NHET9)-GONADOTROPIN-RELEASING HORMONE
(DES-GLY10,HIS(BZL)6,PRO-NHET9)-LUTEINIZING HORMONE-RELEASING FACTOR
(DES-GLY10,HIS(BZL)6,PRO-NHET9)-LUTEINIZING HORMONE-RELEASING HORMONE
(DES-GLY10,D-HIS(BZL)6,PRO-NHET9)-LUTEINIZING HORMONE-RELEASING FACTOR
(DES-GLY10,D-HIS(BZL)6,PRO-NHET9)-LUTEINIZING HORMONE-RELEASING HORMONE
6-(1-(phenylmethyl)-d-histidine)-9-luteinizinghormonereleasingfactor(pig
5-Oxo-L-Pro-L-His-L-Trp-L-Ser-L-Tyr-1-benzyl-D-His-L-Leu-L-Arg-L-Pro-N-ethyl-NH2
[DES-GLY10, D-HIS(BZL)6, PRO-NHET9]-LUTEINIZING HORMONE-RELEASING HORMONE (HUMAN)
1-9-LUTEINIZING HORMONE-RELEASING FACTOR (SWINE), 6-[1-(PHENYLMETHYL)-D-HISTIDINE]-9-(N-ETHYL-L-PROLINAMIDE)-
5-oxo-L-pmlyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-N^^-benzyl-D-histidyl-L-leucyl-L-arginyl-N-ethyl-L-pmlinamide
[Molecular Formula]

C66H86N18O12
[MDL Number]

MFCD00133494
[MOL File]

76712-82-8.mol
[Molecular Weight]

1323.5
Chemical PropertiesBack Directory
[alpha ]

D20 -33.9° (c = 1 in acetic acid)
[density ]

1.46±0.1 g/cm3(Predicted)
[storage temp. ]

−20°C
[form ]

powder
[pka]

9.82±0.15(Predicted)
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

60
[Safety Statements ]

53-22-36/37/39-45
[WGK Germany ]

3
[RTECS ]

OK6370800
[Hazardous Substances Data]

76712-82-8(Hazardous Substances Data)
Hazard InformationBack Directory
[Description]

Histrelin, a synthetic gonadotrophin-releasing hormone (GnRH) agonist, was introduced as a first-line therapy for the treatment of central precocious puberty. When administered over a prolonged period, it suppresses the release of gonadotrophin, inhibits ovarian and testicular steroidogenesis, and prevents sexual maturation. Superior to the traditional therapy with progestational agents, histrelin appears to have decelerating effects on skeletal maturation allowing more statural growth and significantly increased final adult height. Histrelin has also been used to treat other disorders including endometriosis, polycystic ovarian disease, uterine leiomyomas, severe premenstrual syndrome and to prevent acute intermittent porphyria.
[Originator]

Johnson & Johnson (U.S.A.)
[Uses]

[des-Gly10, D-His(Bzl)6]-LH-RH ethylamide has been used:
  • for inducing Batrachoseps gravid females to oviposit
  • for comparing the effect of LHRH (luteinizing hormone-releasing hormone) agonists and dopamine antagonists in Lithobates pipiens
  • for inducing oviposition in females of Taricha granulosa and Ensatina eschscoltzii
  • to induce spawning in Spea hammondii adults
[Uses]

LHRH agonist.
[Definition]

ChEBI: An oligopeptide comprising pyroglutamyl, histidyl, tryptophyl, seryl, tyrosyl, 1-benzyl-D-histidyl, leucyl, arginyl, and N-ethylprolinamide residues joined in sequence. It is a synthetic nonapeptide analogue of gonadotro in-releasing hormone, and is used as a subcutaneous hydrogel implant (particularly as the diacetate salt) for the treatment of prostate cancer and for the suppression of gonadal sex hormone production in children with central precocious puberty.
[Brand name]

Supprelin (Roberts Pharmaceutical).
[Biochem/physiol Actions]

Glp-His-Trp-Ser-Tyr-His(Bzl)-Leu-Arg-Pro-NHEt ([des-Gly10, D-His(Bzl)6]-LH-RH) is a GnRH (gonadotropin-releasing hormone) agonist, histerelin. GnRH (Glp-His-Trp-Ser-Tyr-Gly-Leu-Arg-Pro-Gly-NH2), which is also referred as LHRH (luteinizing hormone-releasing hormone) or gonadorelin, is crucial for mammalian reproduction and is released from hypothalamic neurons. It is responsible for the secretion of gonadotropins, luteinizing hormone (LH) and follicle-stimulating hormone (FSH), from the pituitary glands. Mutations in GnRH are associated with normosmic congenital hypogonadotropic hypogonadism. Histerelin is used for the treatment of central precocious puberty in children. It inhibits actions of sex steroids on the male and female reproductive organs.
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