Cannabaceae

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Anisodine
Clinical data
ATC code
  • none
Identifiers
  • 9-methyl-3-oxa-9-azatricyclo[3.2.1.02,4]non-7-yl α-hydroxy-α-(hydroxymethyl)benzeneacetate
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC17H21NO5
Molar mass319.357 g·mol−1
3D model (JSmol)
  • O=C(OC1CC2N(C(C1)C3OC23)C)C(O)(c4ccccc4)CO
  • InChI=1S/C17H21NO5/c1-18-12-7-11(8-13(18)15-14(12)23-15)22-16(20)17(21,9-19)10-5-3-2-4-6-10/h2-6,11-15,19,21H,7-9H2,1H3/t11?,12-,13+,14-,15+,17-/m1/s1 checkY
  • Key:JEJREKXHLFEVHN-QDXGGTILSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Anisodine, also known as daturamine and α-hydroxyscopolamine, is an antispasmodic and anticholinergic drug used in the treatment of acute circulatory shock in China.[1][2] It is a tropane alkaloid and is found naturally in plants of the family Solanaceae - notably Anisodus tanguticus (syn. Scopolia tangutica. [3][2] Anisodine acts as a muscarinic acetylcholine receptor antagonist and α1-adrenergic receptor antagonist.[1]

Synthesis[edit]

(-)-Anisodine can be efficiently prepared using 6-beta-acetyltropine as the starting material via a key step of the Sharpless asymmetric dihydroxylation (AD).[3]

See also[edit]

References[edit]

  1. ^ a b 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): 587–594. doi:10.1111/j.1476-5381.1986.tb10201.x. PMC 1916562. PMID 2879586.
  2. ^ a b Ganellin CR, Triggle DJ (21 November 1996). Dictionary of pharmacological agents - Google Books. CRC Press. ISBN 9780412466304.
  3. ^ a b Chang J, Xie W, Wang L, Ma N, Cheng S, Xie J (March 2006). "An efficient approach to the asymmetric total synthesis of (-)-anisodine". European Journal of Medicinal Chemistry. 41 (3): 397–400. doi:10.1016/j.ejmech.2005.12.001. PMID 16414152.
source: https://en.wikipedia.org/wiki/Anisodine

One thought on “Cannabaceae”

  1. Well, that’s interesting to know that Psilotum nudum are known as whisk ferns. Psilotum nudum is the commoner species of the two. While the P. flaccidum is a rare species and is found in the tropical islands. Both the species are usually epiphytic in habit and grow upon tree ferns. These species may also be terrestrial and grow in humus or in the crevices of the rocks.
    View the detailed Guide of Psilotum nudum: Detailed Study Of Psilotum Nudum (Whisk Fern), Classification, Anatomy, Reproduction

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