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Leuprorelin

Leuprorelin Structure
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
MDL Number:
MFCD00167544
MOL File:
53714-56-0.mol
Last updated:2023-11-14 17:13:14
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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)
FDA UNII EFY6W0M8TG
ATC code L02AE02

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Danger
Hazard statements  H360
Precautionary statements  P201-P280-P308+P313
Safety Statements  22-24/25
WGK Germany  2
RTECS  OH6390000

Leuprorelin price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich L0376000 Leuprorelin European Pharmacopoeia (EP) Reference Standard 53714-56-0 l0376000 $220 2024-03-01 Buy
Alfa Aesar J62147 Leuprolide 53714-56-0 5mg $182 2023-06-20 Buy
Alfa Aesar J62967 Leuprolide, human, synthetic 53714-56-0 5mg $89.1 2021-12-16 Buy
Alfa Aesar J62967 Leuprolide, human, synthetic 53714-56-0 25mg $356.4 2021-12-16 Buy
Usbiological L2051-01 Leuprolide 53714-56-0 1mg $531 2021-12-16 Buy
Product number Packaging Price Buy
L0376000 l0376000 $220 Buy
J62147 5mg $182 Buy
J62967 5mg $89.1 Buy
J62967 25mg $356.4 Buy
L2051-01 1mg $531 Buy

Leuprorelin Chemical Properties,Uses,Production

Description

Leuprorelin(Leuprolide ) is a synthetic water-soluble nonapeptide with both ends closed, and also a highly active analogue of luteinizing hormone releasing hormone (LHRH or GnRH) produced by the hypothalamus. It can stimulate the pituitary gland to secrete gonadotropins and induce the production of steroids in the reproductive organs. 

Mechanism of action

Leuprorelin is a nonapeptide synthetic analogue of Luteinizing Hormone Releasing Hormone (LHRH), which can promote the release of follicle stimulating hormone from the anterior pituitary, thereby reducing the increased testosterone concentration to castrate levels. When the administration is stopped, gonadotropins and androgens can return to normal concentrations.

Uses

Leuprorelin is a nonapeptide synthetic analogue of gonadotropin (GnRH), which can promote the release of luteinizing hormone (LHRH) and follicle stimulating hormone (FSH) from the anterior pituitary, regulate the secretion of gonadal hormones, and increase the serum levels of testosterone and dihydrotestosterone. Concentration, so as to achieve the function of treating reproductive system diseases. It is used to treat prostate cancer, uterine fibroids, ovarian cysts, breast cancer and cryptorchidism in children.

Pharmacokinetics

Leuprolide acetate(Leuprorelin) is ineffective orally. Good absorption by subcutaneous or intramuscular injection. A single subcutaneous injection of 3.75mg, the blood concentration of 1 to 2 days peaked at 1 to 2ng/ml. For prostate cancer, 3.75mg is injected subcutaneously each time, once every 4 Chemicalbook weeks, for a total of 3 injections, reaching a steady-state blood concentration of 0.1-1ng/ml. This product is hydrolyzed into 4 degradation products in the body and excreted by the kidneys. The urinary excretion rates of the original drug and metabolites were 2.9% and 1.5% after a single subcutaneous injection 28 days.

Adverse reactions

The main side effects of Leuprorelin are fever, heat sensation and elevated AST, ALT, γ-GTP and AKP. Sometimes there are facial flushing, sweating, loss of libido, impotence, feminized breasts, testicular atrophy, perineal discomfort and other endocrine system phenomena; abnormal electrocardiogram and increased ratio of heart and chest, bone pain, shoulder, lower back, limb pain, Urinary retention, frequent urination, hematuria, nausea, vomiting, loss of appetite, rash, itching and other allergic reactions and pain, induration, and redness at the injection site. Rarely, edema, chest pressure, chills, tiredness, weight gain, abnormal perception, tinnitus, hearing loss, TG, uric acid and BUN are increased.

Chemical Properties

Hygroscopic, white or almost white powder.

Originator

Eligard,Atrix Laboratories, Inc.

Uses

Highly active luteinizing hormone releasing hormone (LHRH) agonist

Uses

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

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.

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.

Therapeutic Function

Antineoplastic

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 synthesis

914200-76-3
53714-56-0
Synthesis of Leuprorelin from 1-9-Luteinizing hormone-releasing factor (swine), 2-[1-(triphenylmethyl)-L-histidine]-4-[O-(1,1-dimethylethyl)-L-serine]-5-[O-(1,1-dimethylethyl)-L-tyrosine]-6-D-leucine-8-[N5-[[[(2,3-dihydro-2,2,4,6,7-pentamethyl-5-benzofuranyl)sulfonyl]amino]iminomethyl]-L-ornithine]-9-(N-ethyl-L-prolinamide)-

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( 291)Suppliers
Supplier Tel Email Country ProdList Advantage
Apextide Co Ltd 		+undefined15700198315 senjie.hou@sinopep.com China 71 58
Hebei Mojin Biotechnology Co., Ltd 		+8613288715578 sales@hbmojin.com China 12457 58
Alpha Biopharmaceuticals Co., Ltd 		+86-411-39042497 +8613921981412 sales@alphabiopharm.com China 886 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
Hangzhou FandaChem Co.,Ltd. 		008657128800458; +8615858145714 fandachem@gmail.com China 9348 55
Rixing Chemical CO.,LTD 		+86-13237129059 -13237129059 sales@rixingchemi.com CHINA 229 55
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32480 60
career henan chemical co 		+86-0371-86658258 sales@coreychem.com China 29914 58
SUZHOU TIANMA PHARMA GROUP TIANJI BIO-PHARMACEUTICAL CO., LTD. 		68322275 renmin@tianmapharma.com CHINA 19 58
Shenzhen Nexconn Pharmatechs Ltd 		+86-755-89396905 +86-15013857715 admin@nexconn.com China 10248 58
Supplier Advantage
Apextide Co Ltd 		58
Hebei Mojin Biotechnology Co., Ltd 		58
Alpha Biopharmaceuticals Co., Ltd 		58
Henan Tianfu Chemical Co.,Ltd. 		55
Hangzhou FandaChem Co.,Ltd. 		55
Rixing Chemical CO.,LTD 		55
ATK CHEMICAL COMPANY LIMITED 		60
career henan chemical co 		58
SUZHOU TIANMA PHARMA GROUP TIANJI BIO-PHARMACEUTICAL CO., LTD. 		58
Shenzhen Nexconn Pharmatechs Ltd 		58

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View Lastest Price from Leuprorelin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Leuprolide TFA pictures 2024-03-08 Leuprolide TFA
53714-56-0
 US $10.00 / mg 1mg 99% 1000g Nantong Guangyuan Chemicl Co,Ltd
Leuprorelin pictures 2023-07-05 Leuprorelin
53714-56-0
 US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Leuprolide TFA pictures 2023-06-26 Leuprolide TFA
53714-56-0
 US $200.00 / kg 1kg 99% 1000kg/Month Hebei Mingeng Biotechnology Co., Ltd
  • Leuprolide TFA pictures
  • Leuprolide TFA
    53714-56-0
  • US $10.00 / mg
  • 99%
  • Nantong Guangyuan Chemicl Co,Ltd
  • Leuprorelin pictures
  • Leuprorelin
    53714-56-0
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
  • Leuprolide TFA pictures
  • Leuprolide TFA
    53714-56-0
  • US $200.00 / kg
  • 99%
  • Hebei Mingeng Biotechnology Co., Ltd

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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)