Jump to content

Anisodamine: Difference between revisions

Content deleted Content added
CheMoBot (talk | contribs)
Updating {{drugbox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'DrugBank_Ref', 'ChEBI_Ref') per [[Wikipedia:WikiProject Chemicals/Chembox validation|Chem/Drugbox validation]
m Reverting possible vandalism by Zola Johns to version by Vanished user 88ea9d4ca7a2ed854a43ba56e408dae6. Report False Positive? Thanks, ClueBot NG. (4350711) (Bot)
 
(47 intermediate revisions by 38 users not shown)
Line 1: Line 1:
{{Short description|Chemical compound}}
{{Drugbox
{{Drugbox
| Watchedfields = changed
| verifiedrevid = 443391586
| verifiedrevid =
| IUPAC_name = [(1S,3S,5S,7S)-7-Hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2S)-3-hydroxy-2-phenyl-propanoate
| IUPAC_name = [(,,,)-7-Hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] ()-3-hydroxy-2-phenyl-propanoate
| image = Anisodamine_chemical_structure.png
| image = Anisodamine.svg
| InChI = 1/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
| synonyms = 7''β''-hydroxyhyoscyamine
| InChIKey = WTQYWNWRJNXDEG-LEOABGAYBZ

<!--Clinical data-->
| tradename =
| pregnancy_category=
| legal_status
| routes_of_administration =

<!--Pharmacokinetic data-->
| bioavailability
| protein_bound
| metabolism
| elimination_half-life =
| excretion =

<!--Identifiers-->
| = {{|correct|}}
| CAS_number = 55869-99-3
| ATC_prefix = None
| ATC_suffix
| PubChem = 183088
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 159209
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 01343Q8EL8

<!--Chemical data-->
| C=17 | H=23 | N=1 | O=4
| smiles = O=C(O[C@@H]1C[C@@H]2N(C)[C@H](C1)C[C@@H]2O)[C@@H](c3ccccc3)CO
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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
| StdInChI = 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
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = WTQYWNWRJNXDEG-LEOABGAYSA-N
| StdInChIKey = WTQYWNWRJNXDEG-LEOABGAYSA-N
| CAS_number = 55869-99-3
| ATC_prefix = None
| ATC_suffix =
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 01343Q8EL8
| PubChem = 183088
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 159209
| C=17 | H=23 | N=1 | O=4
| molecular_weight = 305.37 g/mol
| smiles = O=C(O[C@@H]1C[C@@H]2N(C)[C@H](C1)C[C@@H]2O)[C@@H](c3ccccc3)CO
| bioavailability =
| protein_bound =
| metabolism =
| elimination_half-life =
| excretion =
| pregnancy_category=
| legal_status =
| routes_of_administration =
}}
}}


'''Anisodamine''', also known as '''7''β''-hydroxyhyoscyamine''', is an [[anticholinergic]] and [[α1-adrenergic|α<sub>1</sub>-adrenergic receptor]] [[alpha-adrenergic antagonist] used in the treatment of [[acute circulatory shock]] in [[China]].<ref name="pmid2879586">{{cite journal | author = Varma DR, Yue TL | title = Adrenoceptor blocking properties of atropine-like agents anisodamine and anisodine on brain and cardiovascular tissues of rats | journal = British Journal of Pharmacology | volume = 87 | issue = 3 | pages = 587–94 | year = 1986 | month = March | pmid = 2879586 | pmc = 1916562 | doi = | url = }}</ref> It is also a [[natural|naturally occurring]] [[tropane]] [[alkaloid]] found in some plants of the [[Solanaceae]] family.<ref name="pmid18672024">{{cite journal | author = Zhang WW, Song MK, Cui YY, ''et al.'' | title = Differential neuropsychopharmacological influences of naturally occurring tropane alkaloids anisodamine versus scopolamine | journal = Neuroscience Letters | volume = 443 | issue = 3 | pages = 241–5 | year = 2008 | month = October | pmid = 18672024 | doi = 10.1016/j.neulet.2008.07.048 | url = http://linkinghub.elsevier.com/retrieve/pii/S0304-3940(08)01006-9}}</ref>
'''Anisodamine''', also known as '''7''β''-hydroxyhyoscyamine''', is an [[anticholinergic]] and [[-|α<sub>1</sub> ]] [[ antagonist] used in the treatment of [[ circulatory shock]] in [[China]].<ref name="pmid2879586">{{cite journal | = Varma DR, Yue TL | title = Adrenoceptor blocking properties of atropine-like agents anisodamine and anisodine on brain and cardiovascular tissues of rats | journal = British Journal of Pharmacology | volume = 87 | issue = 3 | pages = 587–94 |= 1986 | pmid = 2879586 | pmc = 1916562 | doi = }}</ref> It is [[ ]] .<ref>{{cite |= .|= |=|=|=|=|=|=|doi=10./j..2008..|url=http://..com//--}}</ref>

Anisodamine is a [[natural|naturally occurring]] [[tropane]] [[alkaloid]] found in some plants of the family [[Solanaceae]] including [[Datura]].<ref name="pmid23868645">{{cite journal |vauthors=Ye N, Li J, Gao C, Xie Y |title=Simultaneous determination of atropine, scopolamine, and anisodamine in Flos daturae by capillary electrophoresis using a capillary coated by graphene oxide |journal=[[Journal of Separation Science]] |volume=36 |issue=16 |pages=2698–702 |date=August 2013 |pmid=23868645 |doi=10.1002/jssc.201300304 |url= |issn=}}</ref><ref name="pmid18672024">{{cite journal | vauthors = Zhang WW, Song MK, Cui YY | title = Differential neuropsychopharmacological influences of naturally occurring tropane alkaloids anisodamine versus scopolamine | journal = Neuroscience Letters | volume = 443 | issue = 3 | pages = 241–5 |date=October 2008 | pmid = 18672024 | doi = 10.1016/j.neulet.2008.07.048 | s2cid = 2730169 |display-authors=etal}}</ref> Its Mandarin Chinese name {{lang|zh-Hans-CN|山莨菪[[wikt:碱|碱]]}} is given after ''[[Anisodus tanguticus]]'' ({{zh|t=[[wiktionary:山|山]][[wiktionary:莨|莨]][[wiktionary:菪|菪]]|p=shān làng dàng}}).<ref>{{cite web|title=消旋山莨菪碱|url=http://www.yaobiaozhun.com/yd2015/view.php?v=txt&id=4045|publisher=中国药典|access-date=3 December 2017|archive-url=https://archive.today/20171203013717/http://www.yaobiaozhun.com/yd2015/view.php?v=txt&id=4045|archive-date=2017-12-03|language=zh-CN}}</ref>


== See also ==
== See also ==
* [[Anisodine]]
* [[Anisodine]]
* [[Atropine]], used for similar cardiac and optamological purposes elsewhere
* [[Hyoscyamine]]
* [[Hyoscyamine]]


== References ==
== References ==
{{Reflist|2}}
{{Reflist}}



{{Adrenergic receptor modulators}}
{{Adrenergics}}
{{Muscarinic acetylcholine receptor modulators}}
{{Cholinergics}}


[[Category:Alpha-adrenergic agonists]]
[[Category:Alpha- ]]
[[Category:Tropanes]]
[[Category:]]
[[Category:Tropane alkaloids]]
[[Category:Tropane alkaloids found in Solanaceae]]




{{pharmacology-stub}}
{{-stub}}