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Substance Name: Tamoxifen citrate [USAN:USP:JAN]
RN: 54965-24-1
UNII: 7FRV7310N6
InChIKey: FQZYTYWMLGAPFJ-OQKDUQJOSA-N

Note

  • One of the SELECTIVE ESTROGEN RECEPTOR MODULATORS with tissue-specific activities. Tamoxifen acts as an anti-estrogen (inhibiting agent) in the mammary tissue, but as an estrogen (stimulating agent) in cholesterol metabolism, bone density, and cell proliferation in the ENDOMETRIUM.

Molecular Formula

  • C26-H29-N-O.C6-H8-O7

Molecular Weight

  • 563.643
 

Classification Codes

  • Anti-Estrogen
  • Antineoplastic Agents
  • Antineoplastic Agents, Hormonal
  • Bone Density Conservation Agents
  • Drug / Therapeutic Agent
  • Estrogen Antagonists
  • Estrogen Receptor Modulators
  • Hormone Antagonists
  • Hormones, Hormone Substitutes, and Hormone Antagonists
  • Human Data
  • Mutation Data
  • Reproductive Effect
  • Selective Estrogen Receptor Modulators
  • Tumor Data

Names and Synonyms

Name of Substance

  • Tamoxifen citrate [USAN:USP:JAN]

Synonyms

  • (Z)-2-(p-(1,2-Diphenyl-1-butenyl)phenoxy)-N,N-dimethylethylamine citrate (1:1)
  • Apo-Tamox
  • Caditam
  • CCRIS 6718
  • EINECS 259-415-2
  • Emblon
  • Ethanamine, 2-(4-(1,2-diphenyl-1-butenyl)phenoxy)-N,N-dimethyl, (Z)-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1)
  • Farmifeno
  • Genox
  • Ginarsan
  • ICI 46,474
  • ICI 46474
  • Jenoxifen
  • Kessar
  • Ledertam
  • Nolgen
  • Noltam
  • Nolvadex
  • Nourytan
  • Noxitem
  • NSC 180973
  • Oncotam
  • Soltamox
  • Tafoxen
  • Tamax
  • Tamofen
  • Tamoplex
  • Tamox-Puren
  • Tamoxasta
  • Tamoxifen citrate
  • Taxus
  • Terimon
  • TMX
  • trans-1-(p-beta-Dimethylaminoethoxyphenyl)-1,2-diphenylbut-1-ene citrate
  • UNII-7FRV7310N6
  • Z-Tamoxifen citrate
  • Zemide
  • Zitazonium
  • Zynoplex

Systematic Names

  • (Z)-(2-(4-(1,2-Diphenylbut-1-enyl)phenoxy)ethyl)dimethylammonium dihydrogen 2-hydroxypropane-1,2,3-tricarboxylate
  • Ethanamine, 2-(4-((1Z)-1,2-diphenyl-1-butenyl)phenoxy)-N,N-dimethyl-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1)
  • Ethanamine, 2-(4-(1,2-diphenyl-1-butenyl)phenoxy)-N,N-dimethyl, (Z)-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1)
  • Tamoxifen citrate

Superlist Name

  • Tamoxifen citrate

Registry Numbers

CAS Registry Number

  • 54965-24-1

FDA UNII

  • 7FRV7310N6

Other Registry Number

  • 7244-97-5

Related Registry Number

  • 10540-29-1 (Parent)

System Generated Number

  • 0054965241

Molecular Formulas

Molecular Formula

  • C26-H29-N-O.C6-H8-O7

Molecular Formula Fragments

  • C26-H29-N-O
  • C6-H8-O7
  • COMPONENT

Structure Descriptors

InChI

1S/C26H29NO.C6H8O7/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10-14-22)23-15-17-24(18-16-23)28-20-19-27(2)3;7-3(8)1-6(13,5(11)12)2-4(9)10/h5-18H,4,19-20H2,1-3H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/b26-25-;

InChIKey

FQZYTYWMLGAPFJ-OQKDUQJOSA-N

Smiles

C(=C(/c1ccccc1)CC)(\c1ccc(cc1)OCCN(C)C)c1ccccc1.C(CC(O)=O)(CC(O)=O)(C(O)=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 218mg/kg (218mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER Jitchuken Zenrinsho Kenkyuho. Central Institute for Experimental Animals, Research Reports. Vol. 6, Pg. 1, 1980.
mouse LD50 intraperitoneal 218mg/kg (218mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 933, 1981.
mouse LD50 intravenous 62500ug/kg (62.5mg/kg)   Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 355, 1979.
mouse LD50 intravenous 95mg/kg (95mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 933, 1981.
mouse LD50 oral 3100mg/kg (3100mg/kg)   Journal of Reproduction and Fertility. Vol. 13, Pg. 101, 1967.
mouse LD50 oral 6500mg/kg (6500mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 933, 1981.
mouse LD50 subcutaneous > 5gm/kg (5000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Jitchuken Zenrinsho Kenkyuho. Central Institute for Experimental Animals, Research Reports. Vol. 6, Pg. 1, 1980.
mouse LD50 subcutaneous > 5gm/kg (5000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 993, 1981.
rat LD50 intraperitoneal 575mg/kg (575mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Jitchuken Zenrinsho Kenkyuho. Central Institute for Experimental Animals, Research Reports. Vol. 6, Pg. 1, 1980.
rat LD50 intraperitoneal 660mg/kg (660mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 933, 1981.
rat LD50 intravenous 62500ug/kg (62.5mg/kg)   Pharmacological and Biochemical Properties of Drug Substances. Vol. 2, Pg. 355, 1979.
rat LD50 intravenous 76mg/kg (76mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 933, 1981.
rat LD50 oral 1190mg/kg (1190mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Jitchuken Zenrinsho Kenkyuho. Central Institute for Experimental Animals, Research Reports. Vol. 6, Pg. 1, 1980.
rat LD50 oral 1550mg/kg (1550mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 933, 1981.
rat LD50 subcutaneous > 5gm/kg (5000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Jitchuken Zenrinsho Kenkyuho. Central Institute for Experimental Animals, Research Reports. Vol. 6, Pg. 1, 1980.
rat LD50 subcutaneous > 7500mg/kg (7500mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 993, 1981.
women TDLo oral 3600ug/kg/9D- (3.6mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: NAUSEA OR VOMITING
American Journal of Medicine. Vol. 88, Pg. 440, 1990.
women TDLo oral 154mg/kg/1Y-I (154mg/kg) SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE

SENSE ORGANS AND SPECIAL SENSES: "RETINAL CHANGES (PIGMENTARY DEPOSITIONS, RETINITIS, OTHER): EYE"
American Journal of Ophthalmology. Vol. 104, Pg. 185, 1987.