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Substance Name: Cytisinicline [USAN]
RN: 485-35-8
UNII: 53S5U404NU
InChIKey: ANJTVLIZGCUXLD-DTWKUNHWSA-N

Classification Codes

  • Drug / Therapeutic Agent
  • Natural Product
  • Smoking Cessation

Molecular Formula

  • C11-H14-N2-O

Molecular Weight

  • 190.2446
 
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Names and Synonyms

Name of Substance

  • Cytisine
  • Cytisinicline [USAN]

Synonyms

  • 1,5-Methano-8H-pyrido(1,2-a)(1,5)diazocin-8-one, 1,2,3,4,5,6-hexahydro-
  • 5-24-02-00535 (Beilstein Handbook Reference)
  • 6039 Sopharma
  • Baptitoxin
  • Baptitoxine
  • BRN 0083882
  • Citizin
  • Cystisine
  • Cytisine
  • Cytisinicline
  • Cytiton
  • Cytitone
  • Cytizin
  • EINECS 207-616-0
  • HSDB 3560
  • Laburnin
  • NSC 407282
  • Sophorin
  • Sophorin (VAN)
  • Sophorine
  • Tabax
  • Tabex
  • Tsitizin
  • Ulexin
  • Ulexine
  • UNII-53S5U404NU

Systematic Names

  • 1,2,3,4,5,6-Hexahydro-1,5-methano-8H-pyrido(1,2-a)(1,5)diazocin-8-one
  • 1,5-Methano-8H-pyrido(1,2-a)(1,5)diazocin-8-one, 1,2,3,4,5,6-hexahydro-, (1R,5S)-
  • Cytisine

Registry Numbers

CAS Registry Number

  • 485-35-8

FDA UNII

  • 53S5U404NU

Other Registry Numbers

  • 1267572-93-9
  • 1932311-41-5
  • 1933793-08-8
  • 2308481-87-8
  • 2566622-22-6
  • 3728-36-7

Related Registry Number

  • 6047-01-4 (hydrochloride)

System Generated Number

  • 0000485358

Structure Descriptors

InChI

InChI=1S/C11H14N2O/c14-11-3-1-2-10-9-4-8(5-12-6-9)7-13(10)11/h1-3,8-9,12H,4-7H2/t8-,9+/m0/s1

InChIKey

ANJTVLIZGCUXLD-DTWKUNHWSA-N

Smiles

O=C1C=CC=C2[C@H]3CNC[C@H](C3)CN12

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 intravenous 400ug/kg (0.4mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) Izvestiya Akademii Nauk Tadzhikskoi SSR, Otdelenie Biologicheskikh Nauk. Proceedings of the Academy of Sciences of the Tadzhik SSR, Department of Biological Sciences. Vol. (2), Pg. 104, 1978.
dog LDLo intravenous 16mg/kg (16mg/kg)   "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 589, 1948.
domestic animals - goat/sheep LDLo subcutaneous 500ug/kg (0.5mg/kg)   Veterinary and Human Toxicology. Vol. 41, Pg. 33, 1999.
guinea pig LDLo subcutaneous 40mg/kg (40mg/kg)   "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 589, 1948.
mouse LD50 intraperitoneal 8550ug/kg (8.55mg/kg)   Zhongcaoyao. Chinese Traditional and Herbal Medicine. Vol. 18, Pg. 214, 1987.
mouse LD50 intravenous 1730ug/kg (1.73mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: REGIDITY		 British Journal of Pharmacology. Vol. 35, Pg. 161, 1969.
mouse LD50 oral 101mg/kg (101mg/kg) BEHAVIORAL: REGIDITY

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 British Journal of Pharmacology. Vol. 35, Pg. 161, 1969.
mouse LD50 subcutaneous 11764ug/kg (11.764mg/kg)   Farmakologiya i Toksikologiya Vol. 4(1), Pg. 34, 1941.
rabbit LD50 subcutaneous 5mg/kg (5mg/kg)   Farmakologiya i Toksikologiya Vol. 4(1), Pg. 34, 1941.
rat LD50 subcutaneous 8750ug/kg (8.75mg/kg)   Farmakologiya i Toksikologiya Vol. 4(1), Pg. 34, 1941.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 152.5 deg C   EXP
log P (octanol-water) 0.600 (none)   EST
Water Solubility 4.39E+05 mg/L 16 EXP
Vapor Pressure 1.57E-05 mm Hg 25 EST
Henry's Law Constant 4.01E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 8.59E-11 cm3/molecule-sec 25 EST

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