CAS 51-55-8: (±)-Atropine
Description:(±)-Atropine is a tropane alkaloid derived from plants of the Solanaceae family, notably belladonna (Atropa belladonna). It is a racemic mixture of two enantiomers, (R)-atropine and (S)-atropine, which exhibit different pharmacological properties. Atropine is a tertiary amine with the molecular formula C17H23NO3 and a molecular weight of approximately 289.37 g/mol. It is characterized by its ability to act as a competitive antagonist of the muscarinic acetylcholine receptors, leading to effects such as increased heart rate, dilation of pupils, and reduced secretions. Atropine is soluble in organic solvents like alcohol and chloroform but has limited solubility in water. Its applications are diverse, including use in medicine as an antidote for organophosphate poisoning, in ophthalmology for pupil dilation, and in anesthesia to reduce salivation. However, it can also cause side effects such as dry mouth, blurred vision, and tachycardia, particularly when used in higher doses. Due to its potent effects, atropine must be administered with caution.
Formula:C17H23NO3
InChI:InChI=1/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?
InChI key:InChIKey=RKUNBYITZUJHSG-SPUOUPEWNA-N
SMILES:O=C(OC1CC2N(C)C(CC2)C1)C(C=3C=CC=CC3)CO
- Synonyms:
- (.+-.)-Atropine
- (.+-.)-Hyoscyamine
- (3-endo)-8-Methyl-8-azabicyclo[3.2.1]oct-3-yl α-(hydroxymethyl)benzeneacetate
- 1αH,5αH-Tropan-3α-ol (.+-.)-tropate (ester)
- <span class="text-smallcaps">DL</span>-Hyoscyamine
- Atropin
- Atropina
- Atropinum sulphuricum
- Benzeneacetic acid, α-(hydroxymethyl)- 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester endo-(.+-.)-
- DL-Hyoscyamine
- See more synonyms
- Tropine (.+-.)-tropate
- dl-Tropyl tropate
- Benzeneacetic acid, α-(hydroxymethyl)- (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester
- beta-(Hydroxymethyl)benzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester
- atropine methanol solution
- atropine free base crystalline
- 8-methyl-8-azabicyclo[3.2.1]oct-3-yl 3-hydroxy-2-phenylpropanoate sulfate (1:1)
- atropine usp
- (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl 3-hydroxy-2-phenylpropanoate