EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

cytisine
(1R,9S)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-on

Supplier Sponsors

CAS Number: 485-35-8Picture of molecule3D/inchi
Other(deleted CASRN):3728-36-7
ECHA EINECS - REACH Pre-Reg:207-616-0
FDA UNII: 53S5U404NU
Nikkaji Web:J9.571K
Beilstein Number:0083882
MDL:MFCD00136048
XlogP3-AA:0.20 (est)
Molecular Weight:190.24578000
Formula:C11 H14 N2 O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 152.50 °C. @ 760.00 mm Hg
Boiling Point: 413.04 °C. @ 760.00 mm Hg (est)
Flash Point: 398.00 °F. TCC ( 203.60 °C. ) (est)
logP (o/w): 0.172 (est)
Soluble in:
 water, 1.511e+004 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Cytisine 98%
BOC Sciences
For experimental / research use only.
Cytisine >98%
Odor: characteristic
Use: Cytisine is a nicotinic acetylcholine receptor agonist.It has been used medically to help with smoking cessation.
Coompo
For experimental / research use only.
Cytisine from Plants ≥98%
Odor: characteristic
Use: Cytisine is an acetylcholine agonist, and has strong binding affinity for the nicotinic acetylcholine receptor. As a pharmaceutical preparation, it is available for the treatment of tobacco smoking. It has been available in former socialist economy (FSE) countries for more than 40 years as an aid to smoking cessation under the brand name Tabex produced by the Bulgarian pharmaceutical company Sopharma AD. The synthetic drug varenicline, which has some structural and pharmacological similarities to cytisine, was approved in 2006 as a smoking cessation drug. In 2011, a randomized controlled trial with 740 patients found cytisine improved 12-month abstinence from nicotine from 2.4% with placebo to 8.4% with cytisine.
ExtraSynthese
For experimental / research use only.
Cytisine
Glentham Life Sciences
Cytisine
Santa Cruz Biotechnology
For experimental / research use only.
Cytisine ≥99%
Sigma-Aldrich: Sigma
For experimental / research use only.
Cytisine ≥99%, powder
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intravenous-cat LD50 400 ug/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.

intravenous-dog LDLo 16 mg/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.

intraperitoneal-mouse LD50 8550 ug/kg
Zhongcaoyao. Chinese Traditional and Herbal Medicine. Vol. 18, Pg. 214, 1987.

intravenous-mouse LD50 1730 ug/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: REGIDITY
British Journal of Pharmacology. Vol. 35, Pg. 161, 1969.

oral-mouse LD50 101 mg/kg
BEHAVIORAL: REGIDITY BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
British Journal of Pharmacology. Vol. 35, Pg. 161, 1969.

Dermal Toxicity:
subcutaneous-guinea pig LDLo 40 mg/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.

subcutaneous-mouse LD50 11764 ug/kg
Farmakologiya i Toksikologiya Vol. 4(1), Pg. 34, 1941.

subcutaneous-rabbit LD50 5 mg/kg
Farmakologiya i Toksikologiya Vol. 4(1), Pg. 34, 1941.

subcutaneous-rat LD50 8750 ug/kg
Farmakologiya i Toksikologiya Vol. 4(1), Pg. 34, 1941.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for cytisine usage levels up to:
 not for fragrance use.
 
Recommendation for cytisine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):485-35-8
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :10235
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
Chemidplus:0000485358
RTECS:HA4025000 for cas# 485-35-8
 
References:
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):10235
Pubchem (sid):134975346
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2933.90.9500
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 genet
Search Trop Picture
 
Synonyms:
 baptitoxin
 baptitoxine
 cytiton
 cytitone
(1R,9S)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-on
(1R,9S)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one
(1R-5S)-1,2,3,4,5,6-hexahydro-1,5-methano-8H-pyrido[1,2-a][1,5]diazocin-8-one
(1R,5S)-1,2,3,4,5,6-hexahydro-1,5-methano-8H-pyrido[1,2-a][1,5]diazocin-8-one
(1R,5S)-1,2,3,4,5,6-hexahydro-1,5-methano-pyrido[1,2-a][1,5]diazocin-8-one
(1R,5S)-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one
 laburnin
1,5-methano-8H-pyrido(1,2-a)(1,5)diazocin-8-one, 1,2,3,4,5,6-hexahydro-, (1R,5S)-
1,5-methano-8H-pyrido[1,2-a][1,5]diazocin-8-one, 1,2,3,4,5,6-hexahydro-, (1R,5S)-
 tabax
(1R,5S)-3,4,5,6-tetrahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocin-8(2H)-one
 tsitafat
 tsitizin
 ulexin
 ulexine
 

Articles:

PubMed:The effects of noncontingent and self-administered cytisine on body weight and meal patterns in male Sprague-Dawley rats.
PubMed:Nicotine decreases food intake through activation of POMC neurons.
PubMed:The effects of nicotine, varenicline, and cytisine on schedule-controlled responding in mice: differences in α4β2 nicotinic receptor activation.
PubMed:Lobeline and cytisine reduce voluntary ethanol drinking behavior in male C57BL/6J mice.
PubMed:Nicotinic receptor ligands reduce ethanol intake by high alcohol-drinking HAD-2 rats.
PubMed:Partial nicotinic acetylcholine (alpha4beta2) agonists as promising new medications for smoking cessation.
PubMed:Simultaneous determination of thirteen plant alkaloids in a human specimen by SPE and HPLC.
PubMed:Varenicline is a partial agonist at alpha4beta2 and a full agonist at alpha7 neuronal nicotinic receptors.
PubMed:Chemical composition, nutritive value, and toxicology evaluation of Mexican wild lupins.
PubMed:Discriminative stimulus properties of the nicotinic agonist cytisine.
PubMed:Clozapine attenuates the discriminative stimulus properties of (-)-nicotine.
PubMed:Behavioural and pharmacokinetic studies on nicotine, cytisine and lobeline.
PubMed:Role of training dose in discrimination of nicotine and related compounds by rats.
PubMed:Nicotine cue in rats analysed with drugs acting on cholinergic and 5-hydroxytryptamine mechanisms.
PubMed:Discriminative stimulus properties of nicotine: further evidence for mediation at a cholinergic receptor.
 
Notes:
None found
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