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

Nafarelin

Nafarelin Structure
CAS No.
76932-56-4
Chemical Name:
Nafarelin
Synonyms
C07613;Nasanyl;Nacenyl;Synarel;RS-94991;AI314925;Synrelina;NAFARELIN;AI3 14925;AI3-14925
CBNumber:
CB4246893
Molecular Formula:
C66H83N17O13
Molecular Weight:
1322.47
MOL File:
76932-56-4.mol
MSDS File:
SDS
Modify Date:
2024/3/21 13:23:50
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Nafarelin Properties

Density 1.49±0.1 g/cm3(Predicted)
solubility DMSO (Slightly), Methanol (Slightly), Water (Slightly, Sonicated)
pka 9.82±0.15(Predicted)
form Solid
color White to Off-White
InChIKey RWHUEXWOYVBUCI-ITQXDASVSA-N

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Danger
Hazard statements  H360
HS Code  3504009000

Nafarelin Chemical Properties,Uses,Production

Description

Nafarelin is a gonadorelin analogue. It produces an initial phase of stimulation followed by down-regulation of gonadotrophin-releasing hormone receptors, thus reducing the release of FSH and LH, leading to inhibition of androgen and oestrogen production.

Chemical Properties

Nafarelin is a synthetic analogue of gonadotrophin-releasing hormone (GnRH), which is about 200 times more potent than the native hormone and is more resistant to proteolysis Chrisp and Goa (1990), Parker and Schimmer (2001). Like GnRH, it binds with high affinity to the GnRH receptor on anterior pituitary cells, where it acts as an agonist. 

Uses

LHRH agonist.

Biological Functions

Acutely, Nafarelin stimulates the secretion of LH and FSH from the anterior pituitary, but prolonged, continuous exposure leads to inhibition of secretion by desensitization of the pituitary gonadotropes Vickery (1985). The initial stimulation of gonadotrophin secretion results in an increase in serum concentrations of estradiol in females and testosterone in males. These then decrease to very low concentrations equivalent to those found in menopausal women and castrated men respectively.

Clinical Use

Nafarelin has potential wide therapeutic applications in the treatment of endometriosis, uterine leiomyoma (fibroids), malignant neoplasms, and in assisted reproduction protocols. However, its use is currently restricted to the treatment of endometriosis and in assisted reproduction protocols.

Side effects

Nafarelin does not have the same androgenic adverse effects as danazol, but it can cause menopausal symptoms. The most commonly reported symptoms are hot flushes, vaginal dryness, altered libido and headaches. Treatment for 6 months results in a loss of bone density. The vertebral trabecular bone density falls by nearly 9% and may not return to normal after treatment. Nafarelin also has a similar effect to oestrogen deficiency on blood lipids e.g. concentrations of total cholesterol and triglycerides may increase.

Synthesis

i. 1 mmol from preparation A was placed in the reaction vessel of a 5 L Vega 296 automatic solid phase peptide synthesizer.
ii. Following amino acids were added to the Preparation A resin:
Nα-Boc-Pro 2 equiv.
Nα-Boc-Arg 2 equiv.
Nα-Boc-Leu 2 equiv.
Nα-Boc-D-NaI 1.5 equiv.
Nα-Boc-Tyr 1.5 quiv
Nα-Boc-Ser(tBu) 2 equiv.
Nα-Boc-Trp 1.75 equiv.
Nα-Boc-His(tos) 1.75 equiv.
(pyro)Glu 2.5 equiv.
iii. Crude peptide was dissolved in 2M acetic acid and converted to acetate salt by passage through a column of AG3-X4A resin.
iv. Acetate was dissolved in minimal amount of methanol.
v. It was then reprecipitated using acetone.
vi. It was then purified using HPLC to get the Nafarelin.

Nafarelin Preparation Products And Raw materials

Raw materials

Ethyl acetamidocyanoacetate Benzhydrylamine COBALT(III) FLUORIDE 1-Boc-Pyrrolidine Boc-3-(2-Naphthyl)-D-alanine
N-[(tert-Butoxy)carbonyl]-L-tryptophan BOC-L-Leucine Hydrogen fluoride BOC-Glycine BOC-L-Proline
1-Hydroxybenzotriazole Dicyclohexylcarbodiimide
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Preparation Products

Nafarelin Suppliers

Global( 196)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Manus Aktteva +91 (79) 6512-3395 New Delhi, India 581 34 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Apextide Co Ltd +86-15300650552 +86-15300650552 China 71 58 Inquiry
Cellmano Biotech Limited 0551-65326643 18156095617 China 999 58 Inquiry
Shanghai Yunao International Trade Co., Ltd +8617621705551 China 265 58 Inquiry
hebei hongtan Biotechnology Co., Ltd +86-86-1913198-3935 +8617331935328 China 973 58 Inquiry
Henan Tianfu Chemical Co.,Ltd. +86-0371-55170693 +86-19937530512 China 21669 55 Inquiry
ATK CHEMICAL COMPANY LIMITED +undefined-21-51877795 China 32760 60 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29898 58 Inquiry
Shenzhen Nexconn Pharmatechs Ltd +86-755-89396905 +86-15013857715 China 10312 58 Inquiry
Supplier Advantage
Manus Aktteva 34
CLEARSYNTH LABS LTD. 58
Apextide Co Ltd 58
Cellmano Biotech Limited 58
Shanghai Yunao International Trade Co., Ltd 58
hebei hongtan Biotechnology Co., Ltd 58
Henan Tianfu Chemical Co.,Ltd. 55
ATK CHEMICAL COMPANY LIMITED 60
career henan chemical co 58
Shenzhen Nexconn Pharmatechs Ltd 58

Nafarelin Spectrum

Nafarelin(76932-56-4)MS

76932-56-4(Nafarelin)Related Search:

Leuprorelin acetate Glucagon Desmopressin Lypressin Gonadorelin acetate
GLP-1 (7-37) Angiotensin acetate Deslorelin Taspoglutide Lixisenatide
Nafarelin Acetate Nafarelin Gonadorelin Nafarelin Acetate (NAF) PYR-HIS-TRP-SER-TYR-D-ALA-LEU-ARG-PRO-NHET
3-(NAPHTHALEN-2-YL)PROPAN-1-AMINE PYR-HIS-TRP-SER-TYR-D-ALA-LEU-ARG-PRO-GLY-NH2 NAFARELIN ACETATE
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(D-2-NAL6)-LHRH NAFARELIN 98.0+% Nafareline C07613 Pyr-His-Trp-Ser-Tyr-D-2-Nal-Leu-Arg-Pro-Gly-NH2 acetate salt Nacenyl Nasanyl RS-94991-298 Synarel Synrelina ala(2-naphthyl)(6)-lhr PYR-HIS-TRP-SER-TYR-D-2-NAL-LEU-ARG-PRO-GLY-NH2 NAFARELIN 5-Oxo-L-Pro-L-His-L-Trp-L-Ser-L-Tyr-3-(2-naphtyl)-D-Ala-L-Leu-L-Arg-L-Pro-Gly-NH2 RS-94991 76932-60-0 (Monoacetate (salt)) 86220-42-0 (Acetate (salt), hydrate) Lhrh, Ala(2-naphthyl)(6)- Luteinizing hormone-releasing factor (pig), 6-(3-(2-naphthalenyl)-D-alanine)- Nafarelin [inn:ban] Nafarelina Nafarelina [spanish] (D-2-Nal6)-LHRH Nafarelin 6-(3-(2-naphthalenyl)-d-alanine)-luteinizinghormone-releasingfactor(pig 6-(3-(2-naphthalenyl)-d-alanine)luteinizinghormone-releasingfactor(pig) Nafarelin Acetate|(D-2-Nal6)-LHRH Luteinizing hormone-releasing factor (swine), 6-[3-(2-naphthalenyl)-D-alanine]- N-[1-[[1-[[1-[[1-[[1-[[1-[[1-[2-[[(2-amino-2-oxoethyl)amino]-oxomethyl]-1-pyrrolidinyl]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(2-naphthalenyl)-1-oxopro Nafarelin, >98% Nafarelin USP/EP/BP (D-2-Nal6)-LHRH acetate salt TIANFU-CHEM_Nafarelin 76932-56-4 99.0% Nafarelin Acetate, Nafarelina AI3 14925 AI314925 AI3-14925 Nafarelin acetate salt 76932-56-4 C66H83N17O13 hormones