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Substance Name: Cyproheptadine [INN:BAN]
RN: 129-03-3
UNII: 2YHB6175DO
InChIKey: JJCFRYNCJDLXIK-UHFFFAOYSA-N

Note

  • A serotonin antagonist and a histamine H1 blocker used as antipruritic, appetite stimulant, antiallergic, and for the post-gastrectomy dumping syndrome, etc.

Molecular Formula

  • C21-H21-N

Molecular Weight

  • 287.404
 

Classification Codes

  • Anti-Allergic Agents
  • Antipruritics
  • Dermatologic Agents
  • Drug / Therapeutic Agent
  • Gastrointestinal Agents
  • Histamine Agents
  • Histamine Antagonists
  • Histamine H1 Antagonists
  • Mutation Data
  • Neurotransmitter Agents
  • Reproductive Effect
  • Serotonin Agents
  • Serotonin Antagonists

Names and Synonyms

Name of Substance

  • Cyproheptadine
  • Cyproheptadine [INN:BAN]

MeSH Heading

  • Cyproheptadine

Synonyms

  • 1-Methyl-4-(5-dibenzo(a,e)cycloheptatrienylidene)piperidine
  • 1-Methyl-4-(5H-dibenzo(a,d)cycloheptenylidene)piperidine
  • 4-(5-Dibenzo(a,d)cyclohepten-5-ylidine)-1-methylpiperidine
  • 4-(5H-Dibenzo(a,d)cyclohepten-5-ylidene)-1-methylpiperidene
  • 4-(5H-Dibenzo(a,d)cyclohepten-5-ylidene)-1-methylpiperidine
  • 5-(1-Methylpiperidylidene-4)-5H-dibenzo(a,d)cyclopheptene
  • 5-20-08-00500 (Beilstein Handbook Reference)
  • BRN 1685976
  • CCRIS 5232
  • Ciproheptadina
  • Ciproheptadina [INN-Spanish]
  • Cyproheptadine
  • Cyproheptadinum
  • Cyproheptadinum [INN-Latin]
  • Dronactin
  • EINECS 204-928-9
  • Eiproheptadine
  • HSDB 3048
  • MK 141
  • Periactin
  • Periactinol
  • UNII-2YHB6175DO

Systematic Names

  • Cyproheptadine
  • Piperidine, 4-(5H-dibenzo(a,d)cyclohepten-5-ylidene)-1-methyl-

Registry Numbers

CAS Registry Number

  • 129-03-3

FDA UNII

  • 2YHB6175DO

System Generated Number

  • 0000129033

Structure Descriptors

InChI

1S/C21H21N/c1-22-14-12-18(13-15-22)21-19-8-4-2-6-16(19)10-11-17-7-3-5-9-20(17)21/h2-11H,12-15H2,1H3

InChIKey

JJCFRYNCJDLXIK-UHFFFAOYSA-N

Smiles

C1(\c2c(C=Cc3c1cccc3)cccc2)=C1\CCN(C)CC1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo oral 50mg/kg (50mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 82, 1973.
mouse LD50 intraperitoneal 43300ug/kg (43.3mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1723, 1975.
mouse LD50 intravenous 15mg/kg (15mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1723, 1975.
mouse LD50 oral 106mg/kg (106mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1723, 1975.
mouse LD50 subcutaneous 107mg/kg (107mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 69, 1972.
rabbit LDLo intravenous 3500ug/kg (3.5mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 69, 1972.
rat LD50 intraperitoneal 52mg/kg (52mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 69, 1972.
rat LD50 oral 295mg/kg (295mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 69, 1972.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 112.8 deg C   EXP
log P (octanol-water) 4.69 (none)   EXP
Water Solubility 1.140 mg/L 25 EST
Vapor Pressure 3.61E-07 mm Hg 25 EST
Henry's Law Constant 9.20E-09 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.61E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.