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A0132

Atropine

≥99% (TLC), powder

Sinonimo/i:

Hyoscyamine, Tropine tropate, endo-(±)-α-(Hydroxymethyl)benzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester

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Informazioni su questo articolo

Formula empirica (notazione di Hill):
C17H23NO3
Numero CAS:
Peso molecolare:
289.37
UNSPSC Code:
41116107
NACRES:
NA.77
PubChem Substance ID:
EC Number:
200-104-8
Beilstein/REAXYS Number:
91260
MDL number:
Assay:
≥99% (TLC)
Form:
powder


assay

≥99% (TLC)

form

powder

color

white

solubility

H2O: 2 mg/mL, dilute aqueous acid: soluble, ethanol: soluble

SMILES string

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?

InChI key

RKUNBYITZUJHSG-SPUOUPEWSA-N

General description

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[1]

Biochem/physiol Actions

Competitive nonselective antagonist at central and peripheral muscarinic acetylcholine receptors.
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.

Features and Benefits

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.

Preparation Note

Solutions stable for several days at 4 °C.


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Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Classe di stoccaggio

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges



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Tarascon Pharmacopoeia 2014 Professional Desk Reference Edition (2014)
Muscarinic receptor hyperpolarizes cochlear hair cells of chick by activating Ca (2+)-activated K+ channels.
Shigemoto T, et al.
The Journal of Physiology, 442(1), 669-690 (1991)
Presynaptic muscarinic acetylcholine autoreceptors (M 1, M 2 and M 4 subtypes), adenosine receptors (A 1 and A 2A) and tropomyosin-related kinase B receptor (TrkB) modulate the developmental synapse elimination process at the neuromuscular junction
Nadal L, et al.
Molecular Brain, 9(1), 67-67 (2016)



Numero articolo commerciale globale

SKUGTIN
A0132-1G04061833326909
A0132-25G04061833326916
A0132-100G04061832088488
A0132-5G04061833326923

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