(-)-Cytisine, >98.0%

Name: (-)-Cytisine
Brand: Chempure
Rating: 4 (1 reviews)

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CAS Number

485-35-8

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IUPAC name	(1R,9S)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one
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
inchi key	ANJTVLIZGCUXLD-DTWKUNHWSA-N
molecular formula	C11H14N2O
synonyms	CYTISINE 485-35-8 Baptitoxine Sophorine Cytisinicline
Compound Description	Cytisine is an organic heterotricyclic compound that is the toxic principle in Laburnum seeds and is found in many members of the Fabaceae family. An acetylcholine agonist, it is widely used throughout Eastern Europe as an aid to giving up smoking. It has a role as a nicotinic acetylcholine receptor agonist, a phytotoxin and a plant metabolite. It is an alkaloid, an organic heterotricyclic compound, a secondary amino compound, a lactam and a bridged compound. Cytisine is an alkaloid naturally derived from the Fabaceae family of plants including the genera Laburnum and Cytisus. Recent studies have shown it to be a more effective and significantly more affordable smoking cessation treatment than nicotine replacement therapy. Also known as baptitoxine or sophorine, cytisine has been used as a smoking cessation treatment since 1964, and is relatively unknown in regions outside of central and Eastern Europe. Cytisine is a partial nicotinic acetylcholine agonist with a half-life of 4.8 hours. Recent Phase III clinical trials using Tabex have shown similar efficacy to varenicline, but at a fraction of the cost. Cytisine has been reported in Aphis cytisorum, Maackia tenuifolia, and other organisms with data available. CYTISINICLINE is a small molecule drug with a maximum clinical trial phase of III and has 3 investigational indications. See also: Cytisus scoparius flowering top ; Thermopsis lanceolata whole .

Computed Properties

Molecular Weight:	190.24 g/mol
XLogP3:	0.2
Hydrogen Bond Donor Count:	1
Hydrogen Bond Acceptor Count:	2
Rotatable Bond Count:	0
Exact Mass:	190.110613074 g/mol
Monoisotopic Mass:	190.110613074 g/mol
Topological Polar Surface Area:	32.3 Å²
Heavy Atom Count:	14
Formal Charge:	0
Complexity:	332
Isotope Atom Count:	0
Defined Atom Stereocenter Count:	2
Undefined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
Covalently-Bonded Unit Count:	1
Compound Is Canonicalized:	Yes

hazard signal	Danger
hazard classes and categories	Acute Tox. 3 (100%) Skin Irrit. 2 (92%) Eye Irrit. 2 (92%) STOT SE 3 (90.7%)
precautionary statement codes	P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
hazard statements	H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral] H315 (92%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (92%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (90.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

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About this item

IUPAC name	(1R,9S)-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one
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
inchi key	ANJTVLIZGCUXLD-DTWKUNHWSA-N
molecular formula	C11H14N2O
synonyms	CYTISINE 485-35-8 Baptitoxine Sophorine Cytisinicline
Compound Description	Cytisine is an organic heterotricyclic compound that is the toxic principle in Laburnum seeds and is found in many members of the Fabaceae family. An acetylcholine agonist, it is widely used throughout Eastern Europe as an aid to giving up smoking. It has a role as a nicotinic acetylcholine receptor agonist, a phytotoxin and a plant metabolite. It is an alkaloid, an organic heterotricyclic compound, a secondary amino compound, a lactam and a bridged compound. Cytisine is an alkaloid naturally derived from the Fabaceae family of plants including the genera Laburnum and Cytisus. Recent studies have shown it to be a more effective and significantly more affordable smoking cessation treatment than nicotine replacement therapy. Also known as baptitoxine or sophorine, cytisine has been used as a smoking cessation treatment since 1964, and is relatively unknown in regions outside of central and Eastern Europe. Cytisine is a partial nicotinic acetylcholine agonist with a half-life of 4.8 hours. Recent Phase III clinical trials using Tabex have shown similar efficacy to varenicline, but at a fraction of the cost. Cytisine has been reported in Aphis cytisorum, Maackia tenuifolia, and other organisms with data available. CYTISINICLINE is a small molecule drug with a maximum clinical trial phase of III and has 3 investigational indications. See also: Cytisus scoparius flowering top ; Thermopsis lanceolata whole .

Computed Properties

Molecular Weight:	190.24 g/mol
XLogP3:	0.2
Hydrogen Bond Donor Count:	1
Hydrogen Bond Acceptor Count:	2
Rotatable Bond Count:	0
Exact Mass:	190.110613074 g/mol
Monoisotopic Mass:	190.110613074 g/mol
Topological Polar Surface Area:	32.3 Å²
Heavy Atom Count:	14
Formal Charge:	0
Complexity:	332
Isotope Atom Count:	0
Defined Atom Stereocenter Count:	2
Undefined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
Covalently-Bonded Unit Count:	1
Compound Is Canonicalized:	Yes

hazard signal	Danger
hazard classes and categories	Acute Tox. 3 (100%) Skin Irrit. 2 (92%) Eye Irrit. 2 (92%) STOT SE 3 (90.7%)
precautionary statement codes	P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
hazard statements	H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral] H315 (92%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (92%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (90.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Product No: CG3020

(-)-Cytisine, >98.0%

Product No: CG3020

About this item

NAME AND IDENTIFIERS

CHEMICAL AND PHYSICAL PROPERTIES

SAFETY AND HAZARDS

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Certificate of Analysis

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Product No: CG3020

About this item

NAME AND IDENTIFIERS

CHEMICAL AND PHYSICAL PROPERTIES

SAFETY AND HAZARDS

Require a Sample Certificate of Analysis (COA) ?