Chemicals and Drugs

Leuprolide

A potent synthetic long-acting agonist of GONADOTROPIN-RELEASING HORMONE that regulates the synthesis and release of pituitary gonadotropins, LUTEINIZING HORMONE and FOLLICLE STIMULATING HORMONE.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A potent synthetic long-acting agonist of GONADOTROPIN-RELEASING HORMONE that regulates the synthesis and release of pituitary gonadotropins, LUTEINIZING HORMONE and FOLLICLE STIMULATING HORMONE.

Chemical Identity

Chemical Information

Molecular Formula
C59H84N16O12
Molecular Weight
1209.4 g/mol
CAS Registry No.
53714-56-0
IUPAC Name
(2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[(2S)-2-(ethylcarbamoyl)pyrrolidin-1-yl]-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-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
GFIJNRVAKGFPGQ-LIJARHBVSA-N
SMILES
CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CC2=CC=C(C=C2)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC3=CNC4=CC=CC=C43)NC(=O)[C@H](CC5=CN=CN5)NC(=O)[C@@H]6CCC(=O)N6
MeSH Unique ID
D016729
Source
PubChem CID 657181

MeSH Record

Classification

Broader headings

Related Concepts

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

15 entry terms
  • Leuprorelin
  • A-43818
  • Enantone
  • Leuprolide Acetate
  • Leuprolide Monoacetate
  • Leuprolide, (DL-Leu)-Isomer
  • Leuprolide, (L-Leu)-Isomer
  • Lupron
  • TAP-144
  • A 43818
  • A43818
  • Acetate, Leuprolide
  • Monoacetate, Leuprolide
  • TAP 144
  • TAP144

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

92; was LEUPROLIDE (NM) 1975-91

MeSH Record

Previous Indexing

  • Antineoplastic Agents (1984-1991)
  • Gonadorelin/analogs & derivatives (1980-1991)

MeSH Hierarchy

Tree Numbers

  1. D06.472w.699w.327.740.320w.400w
  2. D12.644w.400w.400.740.320w.400w
  3. D12.644w.456w.460w.480w
  4. D12.644w.548w.365.740.320w.400w
  5. D12.776w.631w.650w.405.740.320w.400w

AMA Style

References

  1. National Library of Medicine. Leuprolide. Medical Subject Headings (MeSH). 2026. Unique ID D016729. http://id.nlm.nih.gov/mesh/2026/D016729
  2. Leuprolide. In: Wikipedia. https://en.wikipedia.org/wiki/Leuprorelin
  3. Leuprolide. In: Wikidata. https://www.wikidata.org/wiki/Q907160
  4. Leuprolide. In: PubChem Compound. CID 657181. https://pubchem.ncbi.nlm.nih.gov/compound/657181