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Anisodamine

Anisodamine is a tropane alkaloid originally found in plants in the Solanaceae family; it exhibits anti-inflammatory activity and is clinically used to induce atropinization in organophosphate poisoning subjects and to improve acute lung injury pathology and respiratory parameters. Anisodamine inhibits α1-adrenergic receptors and muscarinic acetylcholine receptors (mAChRs). Anisodamine is also clinically used to treat acute glomerulonephritis and diabetic nephropathy, and also to improve renal microcirculation. Additionally, anisodamine decreases expression of VEGF and ICAM-1 and suppresses inflammatory cell infiltration and proliferation, decreasing perivascular hemorrhage in animal models of phlebitis.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18839049

Cas No.

55869-99-3

Purity

≥98%

Formula

C17H23NO4

Formula Wt.

305.37

Chemical Name

α-(hydroxymethyl)benzeneacetic acid-6-hydroxy- 8-methyl-8-azabicyclo(3.2.1)oct-3-yl ester

IUPAC Name

[(3S,6S)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl](2S)-3-hydroxy-2-phenylpropanoate

Synonym

6-Hydroxy hyoscyamine

Melting Point

103-113°C

Appearance

White crystalline powder

Wang W, Chen QF, Li QB, et al. Efficiency of anisodamine for organophosphorus-poisoned patients when atropinization cannot be achieved with high doses of atropine. Environ Toxicol Pharmacol. 2014 Mar;37(2):477-81. PMID: 24561530.

Guoshou Z, Chengye Z, Zhihui L, et al. Effects of high dose of anisodamine on the respiratory function of patients with traumatic acute lung injury. Cell Biochem Biophys. 2013 Jun;66(2):365-9. PMID: 23504631.

Geng W, Fu XH, Gu XS, et al. Preventive effects of anisodamine against contrast-induced nephropathy in type 2 diabetics with renal insufficiency undergoing coronary angiography or angioplasty. Chin Med J (Engl). 2012 Oct;125(19):3368-72. PMID: 23044290.

Zhang ZX, Wang P, Zhang QS, et al. Effects of anisodamine on the expressions of vascular endothelial growth factor and intercellular adhesion molecule 1 in experimental infusion phlebitis. Chin Med J (Engl). 2012 Jan;125(2):300-5. PMID: 22340563.

Zhang WW, Song MK, Cui YY, et al. Differential neuropsychopharmacological influences of naturally occurring tropane alkaloids anisodamine versus scopolamine. Neurosci Lett. 2008 Oct 10;443(3):241-5. PMID: 18672024.

Varma DR, Yue TL. Adrenoceptor blocking properties of atropine-like agents anisodamine and anisodine on brain and cardiovascular tissues of rats. Br J Pharmacol. 1986 Mar;87(3):587-94. PMID: 2879586.

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