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Merck
CN

SML0252

Anisodamine

≥98% (HPLC)

Synonym(s):

α-(Hydroxymethyl)-benzeneacetic acid 6-hydroxy-8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester, 6β-Hydroxyhyoscyamine, 6-Hydroxyhyoscyamine

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About This Item

Empirical Formula (Hill Notation):
C17H23NO4
CAS Number:
55869-99-3
Molecular Weight:
305.37
NACRES:
NA.77
UNSPSC Code:
12352116

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InChI

1S/C17H23NO4/c1-18-12-7-13(9-15(18)16(20)8-12)22-17(21)14(10-19)11-5-3-2-4-6-11/h2-6,12-16,19-20H,7-10H2,1H3/t12-,13-,14+,15+,16-/m0/s1

InChI key

WTQYWNWRJNXDEG-RBZJEDDUSA-N

SMILES string

CN1[C@H]2C(O)C[C@@H]1C[C@H](OC(C(CO)C3=CC=CC=C3)=O)C2

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: ≥5 mg/mL

storage temp.

room temp

Quality Level

100

General description

Racemic mixture of diastereomers.

Biochem/physiol Actions

Anisodamine is a muscarinic receptor antagonist. Anisodamine is a naturally occurring atropine derivative isolated from Scopolia Tangutica Maxim plant indigenous to Tibet.
Anisodamine is a muscarinic receptor antagonist; anticholinergic.
Anisodamine is a non‐specific cholinergic antagonist. It is considered less efficient and less toxic than atropine. Anisodamine interferes with liposome structure and affects cell membrane. It might act as an anti‐oxidant, in protecting against the damage caused by free radicals. Anisodamine is known to reduce cardiac conduction and also prevents arrhythmia. It can block thromboxane synthesis and might possess anti‐thrombotic function. Anisodamine has been useful in a number therapies including septic shock, circulatory disorders, organophosphorus poisoning, opiate addiction, snake bite and radiation damage. Disorders, such as migraine, gastric ulcers, rheumatoid arthritis, gastrointestinal colic, eclampsia, respiratory diseases, acute glomerular nephritis and obstructive jaundice can be treated with the help of anisodamine.

Features and Benefits

This compound is featured on the Acetylcholine Receptors (Muscarinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000486798
0000486798
0000472164
0000472169
0000472169

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The pharmacological properties of anisodamine
Poupko JM, et al.
Journal of Toxicology, 27(2), 116-121 (2007)

Articles

Muscarinic Acetylcholine Receptors

Muscarinic acetylcholine receptors mediate acetylcholine actions in CNS and non-nervous tissues, crucial for cell signaling.

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