ChemicalBook--->CAS DataBase List--->55869-99-3

55869-99-3

55869-99-3 Structure

55869-99-3 Structure
IdentificationBack Directory
[Name]

ANISODAMINE
[CAS]

55869-99-3
[Synonyms]

ANISODAMINE
aceanisodaMine
6-hydroxy-hyoscyamin
6-hydroxyhyoscyamine
6-beta-hydroxyhyoscyamine
Hyoscyamine, 6-hydroxy-(6ci, 7ci)
Atropine iMpurity E (7-hydroxyhyoscyaMine)
(1r-(1-alpha,3-beta(s*),5-alpha,6-alpha))-.1)oct-3-yleste
alpha-(hydroxymethyl)-benzeneaceticaci6-hydroxy-8-methyl-8-azabicyclo(3.2
alpha-(Hydroxymethyl)benzeneacetic acid 6-hydroxy-8-methyl-8-azabicyclo(3.2.1)oct-3-yl ester
(αS)-α-(Hydroxymethyl)benzeneacetic acid (1R,5R)-6β-hydroxy-8-methyl-8-azabicyclo[3.2.1]oct-3α-yl ester
(αS)-α-(Hydroxymethyl)benzeneacetic acid (1R,5R)-6β-hydroxy-8-methyl-8-azabicyclo[3.2.1]octa-3α-yl ester
(αS)-α-Hydroxymethylbenzeneacetic acid (1β,5β)-6β-hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-3α-yl ester
[S,(-)]-α-(Hydroxymethyl)benzeneacetic acid (1R,5R)-6β-hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-3α-yl ester
Benzeneacetic acid, alpha-(hydroxymethyl)-, (1R,3S,5R,6S)-6-hydroxy-8-methyl-8-azabicyclo(3.2.1)oct-3-yl ester, (alphas)-
Benzeneacetic acid, alpha-(hydroxymethyl)-, 6-hydroxy-8-methyl-8-azabicyclo(3.2.1)oct-3-yl ester, (1R-(1-alpha,3-beta(S*),5-alpha,6-alpha))-
[Molecular Formula]

C17H23NO4
[MDL Number]

MFCD01732987
[MOL File]

55869-99-3.mol
[Molecular Weight]

305.37
Chemical PropertiesBack Directory
[Melting point ]

62-63 °C
[Boiling point ]

474.6±45.0 °C(Predicted)
[density ]

1.27
[storage temp. ]

room temp
[solubility ]

H2O: ≥5mg/mL
[form ]

powder
[pka]

14.12±0.10(Predicted)
[color ]

white to beige
[Water Solubility ]

H2O: ≥5mg/mL
[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
[InChIKey]

WTQYWNWRJNXDEG-RBZJEDDUSA-N
[SMILES]

CN1[C@H]2C(O)C[C@@H]1C[C@H](OC(C(CO)C3=CC=CC=C3)=O)C2
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Irrit. 2
Hazard InformationBack Directory
[Uses]

6S-Hydroxyhyoscyamine is a derivative of Hyoscyamine (H674300), a natural compound that has inhibitory activity against cholinesterases.
[General Description]

Racemic mixture of diastereomers.
[Biochem/physiol Actions]

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.
[in vivo]

Anisodamine (50 mg/kg; i.p.; 72 hours) markedly decreases the mortality to 20%[2].

Animal Model:LPS-Induced Shock Mice[2]
Dosage:50 mg/kg
Administration:I.p.
Result:Markedly decreased the mortality to 20%.
Spectrum DetailBack Directory
[Spectrum Detail]

ANISODAMINE(55869-99-3)1HNMR
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