Anisodamine

Anisodamine
Clinical data
Other names	7β-hydroxyhyoscyamine
ATC code	None;
Identifiers
	IUPAC name [(1S,3S,5S,7S)-7-Hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenyl-propanoate;
CAS Number	55869-99-3 ;
PubChem CID	183088;
ChemSpider	159209 ;
UNII	01343Q8EL8;
ECHA InfoCard	100.164.962
Chemical and physical data
Formula	C17H23NO4
Molar mass	305.374 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(O[C@@H]1C[C@@H]2N(C)[C@H](C1)C[C@@H]2O)[C@@H](c3ccccc3)CO;
	InChI 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+/m1/s1 ; Key:WTQYWNWRJNXDEG-LEOABGAYSA-N ;
	(verify)

Anisodamine, also known as 7β-hydroxyhyoscyamine, is an anticholinergic and α₁ adrenergic receptor antagonist used in the treatment of acute circulatory shock in China.^[1] It is given orally or by injection, as a racemic mixture (racanisodamine) or as a hydrobromide salt.^[2] Eye drops at 0.5% concentration for slowing the progression of myopia is also available in China.^[3]

Anisodamine is a naturally occurring tropane alkaloid found in some plants of the family Solanaceae including Datura.^[4]^[5] Its Mandarin Chinese name 山莨菪碱 is given after Anisodus tanguticus (Chinese: 山莨菪; pinyin: shān làng dàng).^[6]

References

^ Varma DR, Yue TL (March 1986). "Adrenoceptor blocking properties of atropine-like agents anisodamine and anisodine on brain and cardiovascular tissues of rats". British Journal of Pharmacology. 87 (3): 587–94. doi:10.1111/j.1476-5381.1986.tb10201.x. PMC 1916562. PMID 2879586.
^ "Pharmacopoeia Search: "山莨菪碱"". 中国药典. Archived from the original on 2017-12-03.
^ "消旋山莨菪碱滴眼液防治少年儿童假性近视的疗效分析". 国际医药卫生导报 (in Chinese (China)). 14 (15): 67–68. 2008. doi:10.3760/cma.j.issn.1007-1245.2008.15.027. Archived from the original on 2023-03-27. Retrieved 2017-12-03.
^ Ye N, Li J, Gao C, Xie Y (August 2013). "Simultaneous determination of atropine, scopolamine, and anisodamine in Flos daturae by capillary electrophoresis using a capillary coated by graphene oxide". Journal of Separation Science. 36 (16): 2698–702. doi:10.1002/jssc.201300304. PMID 23868645.
^ Zhang WW, Song MK, Cui YY, et al. (October 2008). "Differential neuropsychopharmacological influences of naturally occurring tropane alkaloids anisodamine versus scopolamine". Neuroscience Letters. 443 (3): 241–5. doi:10.1016/j.neulet.2008.07.048. PMID 18672024. S2CID 2730169.
^ "消旋山莨菪碱" (in Chinese (China)). 中国药典. Archived from the original on 2017-12-03. Retrieved 3 December 2017.

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[pmid2879586-1] Varma DR, Yue TL (March 1986). "Adrenoceptor blocking properties of atropine-like agents anisodamine and anisodine on brain and cardiovascular tissues of rats". British Journal of Pharmacology. 87 (3): 587–94. doi:10.1111/j.1476-5381.1986.tb10201.x. PMC 1916562. PMID 2879586.

[2] "Pharmacopoeia Search: "山莨菪碱"". 中国药典. Archived from the original on 2017-12-03.

[3] "消旋山莨菪碱滴眼液防治少年儿童假性近视的疗效分析". 国际医药卫生导报 (in Chinese (China)). 14 (15): 67–68. 2008. doi:10.3760/cma.j.issn.1007-1245.2008.15.027. Archived from the original on 2023-03-27. Retrieved 2017-12-03.

[pmid23868645-4] Ye N, Li J, Gao C, Xie Y (August 2013). "Simultaneous determination of atropine, scopolamine, and anisodamine in Flos daturae by capillary electrophoresis using a capillary coated by graphene oxide". Journal of Separation Science. 36 (16): 2698–702. doi:10.1002/jssc.201300304. PMID 23868645.

[pmid18672024-5] Zhang WW, Song MK, Cui YY, et al. (October 2008). "Differential neuropsychopharmacological influences of naturally occurring tropane alkaloids anisodamine versus scopolamine". Neuroscience Letters. 443 (3): 241–5. doi:10.1016/j.neulet.2008.07.048. PMID 18672024. S2CID 2730169.

[6] "消旋山莨菪碱" (in Chinese (China)). 中国药典. Archived from the original on 2017-12-03. Retrieved 3 December 2017.

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Anisodamine

See also

References