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C2899

Sigma-Aldrich

Cytisin

≥99%, powder

Synonym(e):

(−)-Cytisin, (1R,5S)-1,2,3,4,5,6-Hexahydro-1,5-methano-8H-pyrido[1,2a][1,5]diazocin-8-on, (1S,9S)-3,11-Diazatricyclo[7.3.1.03,8]trideca-5,7-dien-4-on, Baptitoxin, Laburnin, Sophorin, Ulexin

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About This Item

Empirische Formel (Hill-System):
C11H14N2O
CAS-Nummer:
485-35-8
Molekulargewicht:
190.24
EG-Nummer:
207-616-0
MDL-Nummer:
MFCD00136048
UNSPSC-Code:
12352210
PubChem Substanz-ID:
24892544
NACRES:
NA.77

Assay

≥99%

Form

powder

Farbe

light yellow

bp

218 °C/2 mmHg (lit.)

mp (Schmelzpunkt)

154-156 °C (lit.)

SMILES String

O=C1C=CC=C2C3CNCC(C3)CN12

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

Angaben zum Gen

rat ... Chrna2(170945) , Chrna3(25101) , Chrna4(25590)

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Allgemeine Beschreibung

Cytisine is an alkaloid present in Cytisus laburnum, particularly in its seeds. It might be effective for smoking cessation. Cytisine is a natural insecticide. It has a molecular structure similar to nicotine. Cytisine may have antidepressant like properties.

Biochem./physiol. Wirkung

Potent agonist at α3β4 and α7 nicotinic acetylcholine receptors and partial agonist at α4β2 nicotinic acetylcholine receptors.

Leistungsmerkmale und Vorteile

This compound is featured on the Acetylcholine Receptors (Nicotinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Anders Ettrup et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 52(9), 1449-1456 (2011-08-11)
Small-molecule α(7) nicotinic acetylcholine receptor (α(7)nAChR) agonists are currently validated for use as treatment for cognitive disturbances in schizophrenia and in Alzheimer disease. A suitable radiolabeled α(7)nAChR PET tracer would be important for in vivo quantification of α(7)nAChR binding in
Yann S Mineur et al.
Science (New York, N.Y.), 332(6035), 1330-1332 (2011-06-11)
Smoking decreases appetite, and smokers often report that they smoke to control their weight. Understanding the neurobiological mechanisms underlying the anorexic effects of smoking would facilitate the development of novel treatments to help with smoking cessation and to prevent or
Henrik Viberg et al.
Toxicology, 289(1), 59-65 (2011-08-09)
Flame retardants such as polybrominated diphenyl ethers (PBDE) and tetrabromobisphenol A are used as flame retardants and detected in the environmental, wildlife species and human tissues. Exposure to PBDEs during the neonatal development of the brain has been shown to
Peter Hajek et al.
Thorax, 68(11), 1037-1042 (2013-02-14)
A recent rigorous study has shown that cytisine, a low-cost drug, is effective for smoking cessation. A number of earlier studies exist, mostly from former communist countries where cytisine has been used since the 1960s. The key question now is
Bruno Tasso et al.
Journal of medicinal chemistry, 52(14), 4345-4357 (2009-06-25)
The availability of drug affecting neuronal nicotinic acetylcholine receptors (nAChRs) may have important therapeutic potential for the treatment of several CNS pathologies. Pursuing our efforts on the systematic structural modification of cytisine and N-arylalkyl and N-aroylalkyl cytisines were synthesized and
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