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Substance Name: Galantamine [USAN:INN:BAN]
RN: 357-70-0
UNII: 0D3Q044KCA
InChIKey: ASUTZQLVASHGKV-JDFRZJQESA-N

Note

  • A benzazepine derived from norbelladine. It is found in GALANTHUS and other AMARYLLIDACEAE. It is a cholinesterase inhibitor that has been used to reverse the muscular effects of GALLAMINE TRIETHIODIDE and TUBOCURARINE and has been studied as a treatment for ALZHEIMER DISEASE and other central nervous system disorders.

Molecular Formula

  • C17-H21-N-O3

Molecular Weight

  • 287.3569
 

Classification Codes

  • Autonomic Agents
  • Central Nervous System Agents
  • Cholinergic Agents
  • Cholinesterase Inhibitors
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Neurotransmitter Agents
  • Nootropic Agents
  • Parasympathomimetics
  • Peripheral Nervous System Agents
  • Treatment of Alzheimer's Disease (Cholinesterase Inhibitor)

Names and Synonyms

Name of Substance

  • Galantamine
  • Galantamine [USAN:INN:BAN]

MeSH Heading

  • Galantamine

Synonyms

  • (-)-Galantamine
  • (-)-Galanthamine
  • 4-27-00-02184 (Beilstein Handbook Reference)
  • BRN 0093736
  • Galantamin
  • Galantamina
  • Galantamina [INN-Spanish]
  • Galantamine
  • Galantaminum
  • Galantaminum [INN-Latin]
  • Galanthamine
  • Galanthaminum
  • HSDB 7361
  • Jilkon
  • Lycoremin
  • Lycoremine
  • Nivalin
  • Nivaline
  • NSC 100058
  • Reminyl
  • UNII-0D3Q044KCA

Systematic Names

  • (4aS,6R,8aS)-4a,5,9,10,11,12-Hexahydro-3-methoxy-11-methyl-6H-benzofuro(3a,3,2-ef)(2)benzazepin-6-ol
  • 6H-Benzofuro(3a,3,2-ef)(2)benzazepin-6-ol, 4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-, (4aS,6R,8aS)-
  • Galanthamine

Registry Numbers

CAS Registry Number

  • 357-70-0

FDA UNII

  • 0D3Q044KCA

Other Registry Numbers

  • 1008759-59-8
  • 1551-02-6
  • 736-79-8

System Generated Number

  • 0000357700

Structure Descriptors

InChI

1S/C17H21NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,12,14,19H,7-10H2,1-2H3/t12-,14-,17-/m0/s1

InChIKey

ASUTZQLVASHGKV-JDFRZJQESA-N

Smiles

COc1ccc2CN(C)CC[C@@]34C=C[C@H](O)C[C@@H]3Oc1c24

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 10mg/kg (10mg/kg)   Journal of Medicinal Chemistry. Vol. 37, Pg. 689, 1994.
mouse LD50 subcutaneous 14mg/kg (14mg/kg)   United States Patent Document. Vol. #4550113,
rat LD50 intraperitoneal 22900mg/kg (22900mg/kg)   United States Patent Document. Vol. #5177082,