A0132

Atropine

≥99% (TLC), powder

• Synonyme(s) : Hyoscyamine, Tropine tropate, endo-(±)-α-(Hydroxymethyl)benzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester
• Formule empirique (notation de Hill): C₁₇H₂₃NO₃
• Numéro CAS: 51-55-8
• Poids moléculaire : 289.37
• Numéro Beilstein : 91260
• Numéro CE : 200-104-8
• Numéro MDL: MFCD00022622
• Code UNSPSC : 41116107
• ID de substance PubChem : 24890401
• Nomenclature NACRES : NA.77

Propriétés

• Pureté: ≥99% (TLC)
• Forme: powder
• Couleur: white
• Solubilité: H₂O: 2 mg/mL; dilute aqueous acid: soluble; ethanol: soluble
• Chaîne SMILES: CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)C(CO)c3ccccc3
• InChI: 1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15+,16?
• Clé InChI: RKUNBYITZUJHSG-SPUOUPEWSA-N
• Informations sur le gène: human ... CHRM1(1128) , CHRM2(1129) , CHRM3(1131) , CHRM4(1132) , CHRM5(1133) , LOC730413(730413) ; mouse ... Chrm1(12669) ; rat ... Chrm1(25229) , Chrm2(81645) , Chrm3(24260) , Drd2(24318) , Htr1a(24473)

Description

Description générale

Atropine, a belladonna alkaloid, is an anti-muscarinic drug. It is extracted from Atropa belladonna. Atropine is an anticholinergic agent, which is linked to passive mydriasis. It blocks acetylcholine receptors in brain and has hallucinogenic effects. Atropine eye drops are used to treat uveitis and early amblyopia. It is also used to treat nerve agents.

Application

Atropine has been used to study it′s in vitro cytotoxicity, antiviral and antimicrobial activities. It has also used to antagonize acetylcholine induced K⁺ current.

Atropine has been used:

• as a tastant to analyse the bitter taste perception in Drosophila larvae
• as a muscarinic acetylcholine autoreceptors (mAChRs) antagonist to investigate the involvement of individual mAChR subtypes in the control of synapse elimination
• to investigate the pathways of serotonin (5-HT) action in zebrafish hearts

Actions biochimiques/physiologiques

Atropine is used to treat myopia and ocular axial elongation in Asian children. Small dosage of atropine is used to slow down the heart rate.

Competitive nonselective antagonist at central and peripheral muscarinic acetylcholine receptors.

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.

Reconstitution

Solutions stable for several days at 4 °C.

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H300 + H330
• Conseils de prudence: P260 - P264 - P271 - P284 - P304 + P340 + P310 - P403 + P233
• Classification des risques: Acute Tox. 2 Inhalation - 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 P3 (EN 143) respirator cartridges