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Substance Name: Nafarelin [INN:BAN]
RN: 76932-56-4
UNII: 1X0094V6JV
InChIKey: RWHUEXWOYVBUCI-ITQXDASVSA-N

Note

  • A potent synthetic agonist of GONADOTROPIN-RELEASING HORMONE with 3-(2-naphthyl)-D-alanine substitution at residue 6. Nafarelin has been used in the treatments of central PRECOCIOUS PUBERTY and ENDOMETRIOSIS.

Molecular Formula

  • C66-H83-N17-O13

Molecular Weight

  • 1322.4877
 

Classification Codes

  • Drug / Therapeutic Agent
  • Fertility Agents
  • Fertility Agents, Female
  • Human Data
  • Reproductive Control Agents

Names and Synonyms

Results Name

  • Nafarelin [INN:BAN]

Name of Substance

  • Nafarelin
  • Nafarelin [INN:BAN]

MeSH Heading

  • Nafarelin

Synonyms

  • 6-(3-(2-Naphthalenyl)-D-alanine)luteinizing hormone-releasing factor (pig)
  • LHRH, Ala(2-naphthyl)(6)-
  • Nafarelin
  • Nafarelina
  • Nafarelina [Spanish]
  • Nafareline
  • Nafareline [French]
  • Nafarelinum
  • Nafarelinum [Latin]
  • UNII-1X0094V6JV

Systematic Name

  • Luteinizing hormone-releasing factor (pig), 6-(3-(2-naphthalenyl)-D-alanine)-

Registry Numbers

CAS Registry Number

  • 76932-56-4

FDA UNII

  • 1X0094V6JV

Related Registry Numbers

  • 76932-60-0 (monoacetate (salt))
  • 86220-42-0 (acetate (salt), hydrate)

System Generated Number

  • 0076932564

Structure Descriptors

InChI

1S/C66H83N17O13/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/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)/t46-,47-,48-,49-,50+,51-,52-,53-,54-/m0/s1

InChIKey

RWHUEXWOYVBUCI-ITQXDASVSA-N

Smiles

CC(C)C[C@H](NC(=O)[C@@H](Cc1ccc2ccccc2c1)NC(=O)[C@H](Cc3ccc(O)cc3)NC(=O)[C@H](CO)NC(=O)[C@H](Cc4c[nH]c5ccccc45)NC(=O)[C@H](Cc6c[nH]cn6)NC(=O)[C@@H]7CCC(=O)N7)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N8CCC[C@H]8C(=O)NCC(=O)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
women TDLo oral 448ug/kg/8W-I (0.448mg/kg)   Lancet. Vol. 347, Pg. 333, 1996.