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Merck
CN

A0132

阿托品

≥99% (TLC), powder

别名:

(8-甲基-8-氮杂双环[3.2.1]辛-3-基) endo-(+/-)-α-(羟甲基)苯乙酸酯, 莨菪碱, 龙葵碱

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关于此项目

经验公式（希尔记法）:
C17H23NO3
化学文摘社编号:
51-55-8
分子量:
289.37
UNSPSC Code:
41116107
NACRES:
NA.77
PubChem Substance ID:
24890401
EC Number:
200-104-8
Beilstein/REAXYS Number:
91260
MDL number:
MFCD00022622

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产品名称

阿托品, ≥99% (TLC), powder

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

SMILES string

CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)C(CO)c3ccccc3

assay

≥99% (TLC)

form

powder

color

white

solubility

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

Gene Information

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)

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Biochem/physiol Actions

位于中枢和外周毒蕈碱型乙酰胆碱受体处的竞争性非选择性拮抗剂。
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.

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

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.

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.

Preparation Note

Solutions stable for several days at 4 °C.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

存储类别

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

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCJ3601
MKCJ7837
MKCG3564
MKCD9743
MKCD5991

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Weapons of Mass Destruction: An Encyclopedia of Worldwide Policy, Technology, and History, Volume 2 (2005)
Atropine for the treatment of childhood myopia
Chua WA, et al.
Ophthalmology, 113(12), 2285-2291 (2006)
The parasympathomimetic activity of atropine and atropine methylbromide
Kottmeier CA, et al.
Anesthesiology, 29(6), 1125-1133 (1968)
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)
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Product Information Sheet - A0132

Product Information Sheet

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