CAS 76932-56-4

Nafarelin

Description:

Nafarelin is a synthetic non-peptide analog of gonadotropin-releasing hormone (GnRH), primarily used in the treatment of hormone-sensitive conditions such as endometriosis and precocious puberty. It functions as a potent agonist of GnRH receptors, leading to an initial stimulation of gonadotropin release, followed by downregulation of these receptors and a subsequent decrease in the secretion of sex hormones like estrogen and testosterone. Nafarelin is typically administered as a nasal spray or via subcutaneous injection, allowing for effective systemic absorption. The substance is characterized by its ability to modulate hormonal levels, making it valuable in managing conditions driven by hormonal imbalances. Its pharmacokinetics involve rapid absorption and a relatively short half-life, necessitating regular dosing for sustained therapeutic effects. Common side effects may include hot flashes, headaches, and changes in mood, reflecting its impact on the endocrine system. As with any medication, its use should be closely monitored by healthcare professionals to manage potential adverse effects and ensure optimal therapeutic outcomes.

Formula: C₆₈H₈₉N₁₇O₁₆

InChI: InChI=1/C66H83N17O13.C2H4O2.H2O/c1-36(2)25-48(58(89)76-47(13-7-23-71-66(68)69)65(96)83-24-8-14-54(83)64(95)73-33-55(67)86)77-60(91)50(28-38-15-18-39-9-3-4-10-40(39)26-38)78-59(90)49(27-37-16-19-43(85)20-17-37)79-63(94)53(34-84)82-61(92)51(29-41-31-72-45-12-6-5-11-44(41)45)80-62(93)52(30-42-32-70-35-74-42)81-57(88)46-21-22-56(87)75-46;1-2(3)4;/h3-6,9-12,15-20,26,31-32,35-36,46-54,72,84-85H,7-8,13-14,21-25,27-30,33-34H2,1-2H3,(H2,67,86)(H,70,74)(H,73,95)(H,75,87)(H,76,89)(H,77,91)(H,78,90)(H,79,94)(H,80,93)(H,81,88)(H,82,92)(H4,68,69,71);1H3,(H,3,4);1H2

SMILES: CC(C)CC(C(=NC(CCCNC(=N)N)C(=O)N1CCCC1C(=NCC(=N)O)O)O)N=C(C(Cc1ccc2ccccc2c1)N=C(C(Cc1ccc(cc1)O)N=C(C(CO)N=C(C(Cc1c[nH]c2ccccc12)N=C(C(Cc1cnc[nH]1)N=C(C1CCC(=N1)O)O)O)O)O)O)O.CC(=O)O.O

Synonyms:

• (2S)-N-(2-amino-2-oxoethyl)-1-{(2S,5S,8R,11S,14S,17S,20S)-2-(3-carbamimidamidopropyl)-11-(4-hydroxybenzyl)-14-(hydroxymethyl)-20-(1H-imidazol-4-ylmethyl)-17-(1H-indol-3-ylmethyl)-5-(2-methylpropyl)-8-(naphthalen-2-ylmethyl)-4,7,10,13,16,19,22-heptaoxo-22-[(2S)-5-oxopyrrolidin-2-yl]-3,6,9,12,15,18,21-heptaazadocosan-1-oyl}pyrrolidine-2-carboxamide (non-preferred name)
• (2S)-N-(2-Amino-2-oxoethyl)-1-{(2S,5S,8R,11S,14S,17S,20S)-2-(3-carbamimidamidopropyl)-11-(4-hydroxybenzyl)-14-(hydroxymethyl)-20-(1H-imidazol-4-ylmethyl)-17-(1H-indol-3-ylmethyl)-5-isobutyl-8-(2-naphthylmethyl)-4,7,10,13,16,19,22-heptaoxo-22-[(2S)-5-oxopyrrolidin-2-yl]-3,6,9,12,15,18,21-heptaazadocosan-1-oyl}pyrrolidine-2-carboxamide (non-preferred name)
• 5-Oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-3-(2-naphthyl)-D-alanyl-L-leucyl-L-arginyl-L-prolylglycinamide
• 6-(3-(2-Naphthalenyl)-D-alanine)luteinizing Hormone-releasing Factor
• 76932-56-4

(D-2-Nal⁶)-LHRH

CAS: 76932-56-4

Nafarelin is a synthetic decapeptide agonist of the luteinizing hormone-releasing hormone (LHRH) which is approximately 200 times more potent than the natural peptide. Like LHRH nafarelin stimulates the release of the gonadotrophins luteinizing hormone (LH) and follicle stimulating hormone (FSH) from the anterior pituitary which in turn results in an initial increase of testosterone and estradiol synthesis. Continuous administration of LHRH or one of its analogs causes a sustained down-regulation of circulating LH and FSH levels leading to a suppression of testicular and ovarian steroidogenesis. Currently, nafarelin is indicated for the treatment of endometriosis and for the use in reproductive medicine. CAS Number (nafarelin acetate): 86220-42-0.

Formula: C₆₆H₈₃N₁₇O₁₃

Purity: 97.7%

Color and Shape: White

Molecular weight: 1322.49

Ref: 01-4008670

Nafarelin

CAS: 76932-56-4

Formula: C₆₈H₈₉N₁₇O₁₆

Purity: ≥ 98.0%

Color and Shape: White to off-white solid

Molecular weight: 1400.54

Ref: 7W-GP2823

NAF

CAS: 76932-56-4

NAF

Molecular weight: 1,322.47g/mol

Ref: 54-BITH3036

Nafarelin Tetraacetate

CAS: 76932-56-4

Formula: C₆₆H₈₃N₁₇O₁₃·4C₂H₄O₂

Color and Shape: White To Off-White Solid

Molecular weight: 1322.50 4*60.05

Ref: 4Z-N-086001

Nafarelin Acetate

CAS: 76932-56-4

Formula: C₆₆H₈₃N₁₇O₁₃

Purity: 95%~99%

Color and Shape: White to Off-white Powder

Molecular weight: 1322.48

Ref: BP-BPPG050

Nafarelin acetate

CAS: 76932-56-4

Agonist of hypothalamic decapeptide GnRH; increases LH and FSH release

Formula: C₆₆H₈₃N₁₇O₁₃·C₂H₄O₂

Purity: Min. 95%

Color and Shape: White/Off-White Solid

Molecular weight: 1,382.52 g/mol

Ref: 3D-FN65097

Luteinizing hormone-releasing factor (swine), 6-[3-(2-naphthalenyl)-D-alanine]-

CAS: 76932-56-4

Formula: C₆₆H₈₃N₁₇O₁₃

Purity: 98%

Molecular weight: 1322.4713

Ref: IN-DA00392K