Chemicals and Drugs

Nafarelin

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.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

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.

Chemical Identity

Chemical Information

Molecular Formula
C66H83N17O13
Molecular Weight
1322.5 g/mol
CAS Registry No.
76932-56-4
IUPAC Name
(2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-1-[(2S)-2-[(2-amino-2-oxoethyl)carbamoyl]pyrrolidin-1-yl]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-naphthalen-2-yl-1-oxopropan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide
InChIKey
RWHUEXWOYVBUCI-ITQXDASVSA-N
SMILES
CC(C)C[C@@H](C(=O)N[C@@H](CCCN=C(N)N)C(=O)N1CCC[C@H]1C(=O)NCC(=O)N)NC(=O)[C@@H](CC2=CC3=CC=CC=C3C=C2)NC(=O)[C@H](CC4=CC=C(C=C4)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC5=CNC6=CC=CC=C65)NC(=O)[C@H](CC7=CN=CN7)NC(=O)[C@@H]8CCC(=O)N8
MeSH Unique ID
D017274
Source
PubChem CID 25077405

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

7 entry terms
  • Nafarelin Acetate
  • Nafarelin Acetate, Hydrate
  • Nafarelin Monoacetate
  • RS-94991-298
  • Synarel
  • RS 94991 298
  • RS94991298

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

93; was NAFARELIN (NM) 1981-92

MeSH Record

Previous Indexing

  • Gonadorelin/analogs & derivatives (1981-1992)

MeSH Hierarchy

Tree Numbers

  1. D06.472w.699w.327.740.320w.580w
  2. D12.644w.400w.400.740.320w.580w
  3. D12.644w.456w.460w.600w
  4. D12.644w.548w.365.740.320w.580w
  5. D12.776w.631w.650w.405.740.320w.580w

AMA Style

References

  1. National Library of Medicine. Nafarelin. Medical Subject Headings (MeSH). 2026. Unique ID D017274. http://id.nlm.nih.gov/mesh/2026/D017274
  2. Nafarelin. In: Wikipedia. https://en.wikipedia.org/wiki/Nafarelin
  3. Nafarelin. In: Wikidata. https://www.wikidata.org/wiki/Q3869873
  4. Nafarelin. In: PubChem Compound. CID 25077405. https://pubchem.ncbi.nlm.nih.gov/compound/25077405