C4382

Carbamoylcholine chloride

≥98% (titration), crystalline

• Synonyme(s) : (2-Hydroxyethyl)trimethylammonium chloride carbamate, Carbachol, Carbamylcholine chloride
• Formule linéaire : NH₂COOCH₂CH₂N(Cl)(CH₃)₃
• Numéro CAS: 51-83-2
• Poids moléculaire : 182.65
• Numéro Beilstein : 3917459
• Numéro CE : 200-127-3
• Numéro MDL: MFCD00012011
• Code UNSPSC : 12352200
• ID de substance PubChem : 24277829
• Nomenclature NACRES : NA.77

Propriétés

• Pureté: ≥98% (titration)
• Forme: crystalline
• Couleur: white
• Pf: 210 °C (dec.) (lit.)
• Solubilité: H₂O: 1 g/mL; ethanol: 20 mg/mL
• Chaîne SMILES: [Cl-].C[N+](C)(C)CCOC(N)=O
• InChI: 1S/C6H14N2O2.ClH/c1-8(2,3)4-5-10-6(7)9;/h4-5H2,1-3H3,(H-,7,9);1H
• Clé InChI: AIXAANGOTKPUOY-UHFFFAOYSA-N
• Informations sur le gène: human ... CHRM1(1128) , CHRM2(1129) , CHRM3(1131) , CHRM4(1132) , CHRM5(1133) , CHRNA2(1135) ; mouse ... Chrm1(12669) ; rat ... Chrm1(25229) , Chrm2(81645) , Chrm3(24260) , Chrna2(170945) , Chrna3(25101) , Chrna4(25590)

Description

Application

Carbamoylcholine chloride has been used:

• to stimulate insulin secretion in transgenic mice
• to induce contraction of undifferentiated and differentiated human adipose-derived stem cells (hASCs)
• to mediate constriction of iris in pupillary light reflex studies in mice

Actions biochimiques/physiologiques

Carbachol elicits tear fluid secretion by interacting with muscarinic receptors. It is an analog of acetylcholine and an antiglaucoma drug. In ciliary processes, carbachol along with nitric oxide (NO) regulates Na⁺ and K⁺-ATPase activity. It stimulates insulin vesicles transport to the secretory site to increase insulin secretion.

Non-selective cholinergic agonist that is resistant to the action of cholinesterases; inhibits apoptotic death of cultured neurons, and may induce apoptosis in thymocytes.

Caractéristiques et avantages

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.

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H300
• Conseils de prudence: P264 - P270 - P301 + P310 - P405 - P501
• Classification des risques: Acute Tox. 2 Oral
• Code de la classe de stockage: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges