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ChemicalBook > Product Catalog >API >Hormones and the Endocrine System >Sex Hormone Drugs >Leuprorelin

Leuprorelin

Leuprorelin Structure
CAS No.
53714-56-0
Chemical Name:
Leuprorelin
Synonyms
LEUPROLIDE;Lucrin;Leuplin;a-43818;Carcinil;Enantone;nghormone;LEUPRORELIN;LEUPROPELIN;Leuprorelinum
CBNumber:
CB8398455
Molecular Formula:
C59H84N16O12
Molecular Weight:
1209.4
MOL File:
53714-56-0.mol
Modify Date:
2024/10/25 16:21:11
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Leuprorelin Properties

alpha D25 -31.7° (c = 1 in 1% acetic acid)
Density 1.44±0.1 g/cm3(Predicted)
storage temp. −20°C
solubility DMSO (Slightly), Methanol (Slightly), Water (Slightly)
pka 9.82±0.15(Predicted)
Water Solubility Soluble in water at 1mg/ml
Stability Hygroscopic
InChIKey RGLRXNKKBLIBQS-VAZQWRJQNA-N
CAS DataBase Reference 53714-56-0(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Danger
Hazard statements  H360
Precautionary statements  P201-P280-P308+P313
Safety Statements  22-24/25
WGK Germany  2
RTECS  OH6390000
Hazardous Substances Data 53714-56-0(Hazardous Substances Data)

Leuprorelin Chemical Properties,Uses,Production

Chemical Properties

Hygroscopic, white or almost white powder.

Uses

Gonadotropin releasing hormone (gonadorelin) analogue; treatment of prostate cancer.

Indications

Leuprolide is a potent LH-RH agonist for the first several days to a few weeks after initiation of therapy, and therefore, it initially stimulates testicular and ovarian steroidogenesis. Because of this initial stimulation of testosterone production, it is recommended that patients with prostatic cancer be treated concurrently with leuprolide and the antiandrogen flutamide (discussed earlier). Leuprolide is generally well tolerated, with hot flashes being the most common side effect.

Definition

ChEBI: An oligopeptide comprising pyroglutamyl, histidyl, tryptophyl, seryl, tyrosyl, D-leucyl, leucyl, arginyl, and N-ethylprolinamide residues joined in sequence. Leuprorelin is a synthetic nonapeptide analogue of gonadotropin-releasi g hormone, and is used as a subcutaneous hydrogel implant (particularly as the acetate salt) for the treatment of prostate cancer and for the suppression of gonadal sex hormone production in children with central precocious puberty.

Synthesis

The synthesis process of Leuprorelin includes the following steps:
(1) Fmoc-Pro-HMPB-AM resin is obtained from Fmoc-Pro-OH and HMPB-AM resin with a substitution degree of 0.2mmol/g～1.2mmol/g as starting materials;
(2) The Fmoc-Pro-HMPB-AM resin was coupled one by one by Fmoc/tBu solid phase method to connect amino acids with protective groups in sequence, and the side chain fully protected leuprolide precursor peptide-HMPB-AM was synthesized Resin;
(3) Cut the side chain fully protected leuprolide precursor peptide-HMPB-AM resin to obtain the side chain fully protected leuprolide precursor peptide;
(4) Fully protected side chain leuprolide precursor peptide undergoes ethylamination to obtain side chain fully protected leuprolide;
(5) Leuprolide is fully protected on the side chain by removing the side chain protecting group to obtain the crude leuprolide peptide;
(6) The crude leuprorelin peptide is separated and purified by a high-pressure liquid phase column and lyophilized to obtain the leuprolide refined peptide.

Leuprorelin Preparation Products And Raw materials

Raw materials

Benzyl chloride Phenyl chloroformate N-[(tert-Butoxy)carbonyl]-D-tryptophan Boc-D-Tyr-OH Anisole
tert-Butanol Tosyl chloride L-Histidine Benzenesulfonyl chloride DL-Serine
TERT-BUTYL FORMATE L(+)-Arginine N-CARBOBENZOXY-DL-LEUCINE hydrogen fluoride BOC-TYR(2,6-DI-CL-BZL)-OH
BOC-HIS(DNP)-OH Boc-D-Ser(Bzl)-OH Boc-Arg(Tos)-OH BOC-D-Leucine monohydrate N-[(tert-Butoxy)carbonyl]-L-tryptophan
BOC-L-Leucine Dicyclohexylcarbodiimide
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Preparation Products

Leuprorelin Suppliers

Global( 289)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Jigs Chemical ltd +919099003427 Gujarat, India 239 58 Inquiry
Shilpa Medicare Limited (SML) +91-8532238704 +91-9320649838 Karnataka, India 61 58 Inquiry
Ralington Pharma +91-7948911722 +91-9687771722 Gujarat, India 1350 58 Inquiry
AKASH PHARMA EXPORTS +91-9388123451 +91-9846039283 Kerela, India 470 58 Inquiry
Ranbaxy Laboratories Limited (+91 22) 4324 4324 New Delhi, India 76 58 Inquiry
HEMMO PHARMACEUTICALS PVT. LTD. +91-22-69026200 New Delhi, India 6 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6257 58 Inquiry
SynZeal Research Pvt Ltd +1 226-802-2078 Gujarat, India 6514 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6739 58 Inquiry
OCEAN TRADING CORPORATION +91(22) 24921669 New Delhi, India 6202 58 Inquiry
Supplier Advantage
Jigs Chemical ltd 58
Shilpa Medicare Limited (SML) 58
Ralington Pharma 58
AKASH PHARMA EXPORTS 58
Ranbaxy Laboratories Limited 58
HEMMO PHARMACEUTICALS PVT. LTD. 58
CLEARSYNTH LABS LTD. 58
SynZeal Research Pvt Ltd 58
Pharmaffiliates Analytics and Synthetics P. Ltd 58
OCEAN TRADING CORPORATION 58

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Leuprorelin Acetate(Leuprolide Acetate) LEUPRORELIN (LEUPROLIDE) ACETATE Leuprorelin###Leuprorelin acetate 1-(2-cyclohexyl-1-methylethyl)hydrazine hydrochloride Leuprelin Acetate LH-RH LEUPROLIDE LEUPROLIDE (HUMAN) LEUPRORELIN [DES-GLY10, D-LEU6, PRO-NHET9]-LUTEINIZING HORMONE-RELEASING HORMONE HUMAN (DES-GLY10,D-LEU6,PRO-NHET9)-LUTEINIZING HORMONE-RELEASING HORMONE (DES-GLY10,D-LEU6,PRO-NHET9)-LUTEINIZING HORMONE-RELEASING FACTOR [DES-GLY10, D-LEU6, PRO-NHET9]-LH-RH (HUMAN) DES-GLY10,[P-LEU6]-LH-RH ETHYLAMIDE (DES-GLY10,D-LEU6,PRO-NHET9)-LHRH (DES-GLY10,D-LEU6,PRO-NHET9)-GONADOTROPIN-RELEASING HORMONE [DES-GLY10, DLEU 6, PRONHET9] [DES-GLY10, DLEU6, PRO9]-LUTEINIZING HORMONE-RELEASING HORMONE, ETHYL AMIDE [DES-GLY10, DLEU6, PRO9]-LH-RH, ETHYL AMIDE GLP-HIS-TRP-SER-TYR-D-LEU-LEU-ARG-PRO-NHET 5-OXOPRO-HIS-TRP-SER-TYR-D-LEU-LEU-ARG-PRO-NHC2H5 PGLU-HIS-TRP-SER-TYR-D-LEU-LEU-ARG-PRO-NHET PGLU-HIS-TRP-SER-TYR-P-LEU-LEU-ARG-PRO-NHET PYROGLU-HIS-TRP-SER-TYR-D-LEU-LEU-ARG-PRO NHCH2CH3 PYR-HIS-TRP-SER-TYR-D-LEU-LEU-ARG-PRO-NHET 6-D-Leucine-9-(N-ethyl-L-prolinamide)-10-deglycinamideluteinizing hormone-releasing factor(pig) Carcinil Enantone Leuplin Lucrin (D-Leu6, des-Gly-NH210)-LH-RH ethylamide Des-Gly10-[D-Leu6]-LH-releasing hormone ethylamide N-[1-[[1-[[1-[[1-[[1-[[1-[[5-(Diaminomethylideneamino)-1-[2-(ethylcarbamoyl)pyrrolidin-1-yl]-1-oxo-pentan-2-yl]carbamoyl]-3-methyl-butyl]carbamoyl]-3-methyl-butyl]carbamoyl]-2-(4-hydroxyphenyl)ethyl]carbamoyl]-2-hydroxy-ethyl]carbamoyl]-2-(1H-indol-3-yl)ethyl]carbamoyl]-2-(3H-imidazol-4-yl)ethyl]-5-oxo-pyrrolidine-2-carboxamide [D-Leu6,des-Gly10]GnRH ethylamide 10-des-Gly-6-D-Leu-LH-RH-ethylamide 5-Oxo-L-Pro-L-His-L-Trp-L-Ser-L-Tyr-D-Leu-L-Leu-L-Arg-L-Pro-N-ethyl-NH2 GLP-HIS-TRP-SER-TYR-DLEU-LEU-ARG-PRO-NHET: GLP-HWSY-DL-LRP-NHET 1-9-LUTEINIZING HORMONE-RELEASING FACTOR (SWINE), 6-D-LEUCINE-9-(N-ETHYL-L-PROLINAMIDE)- LEUPROLIDE ACETATE PH. EUR. Pyr-His-Trp-Ser-Tyr-D-Leu-Leu-Arg-Pro-NHEt acetate salt (d-leu(sup6),des-gly-nh2(sup10),pro-ethylamide(sup9))-gnrh (d-leu(sup6),des-gly-nh2(sup10),pro-ethylamide(sup9))-gonadotropin-releasi (d-leu(sup6),des-gly-nh2(sup10),pro-ethylamide(sup9))-lhrh a-43818 de)-10-deglycinamide- luteinizinghormone-releasinghormone(pig),6-d-leucine-9-(n-ethyl-l-prolinami nghormone 5-Oxo-L-prolil-L-histidil-L-tryptophil-L-seril-L-thyrozil-D-leucil-L-arginil-N-ethyl-L-prolinamide LEUPROPELIN Leuprolide, Leuprorelin, Leuproreline, Leuprorelinum Leuprorelinum N-[1-[[1-[[1-[[1-[[1-[[1-[[5-(diaminomethylideneamino)-1-[2-(ethylcarbamoyl)-1-pyrrolidinyl]-1-oxopentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-3-(4-h Leuprorelin mesylate Leuprorelin Acetate / Leuprorelin Leuprorelin CRS Leuprorelin USP/EP/BP Anti-cancer Leuprorelin acetate 74381-53-6 Anti-cancer Leuprorelin acetate Leuprorelin (L0376000)