methdilazine
{{short description|Chemical compound}}
{{Drugbox
| Verifiedfields = changed
| verifiedrevid = 462249764
| IUPAC_name = 10-[(1-methylpyrrolidin-3-yl) methyl]- 10H-phenothiazine
| image = Methdilazine.svg
| tradename =
| Drugs.com = {{drugs.com|monograph|promethazine-hydrochloride}}
| pregnancy_category =
| legal_status =
| bioavailability =
| metabolism =
| elimination_half-life =
| excretion =
| IUPHAR_ligand = 7231
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 1982-37-2
| ATC_prefix = R06
| ATC_suffix = AD04
| PubChem = 14677
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB00902
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 14009
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 4Q13LY9Z8X
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D04979
| ChEBI = 6823
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 1200959
| C=18 | H=20 | N=2 | S=1
| smiles = S2c1ccccc1N(c3c2cccc3)CC4CCN(C)C4
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C18H20N2S/c1-19-11-10-14(12-19)13-20-15-6-2-4-8-17(15)21-18-9-5-3-7-16(18)20/h2-9,14H,10-13H2,1H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = HTMIBDQKFHUPSX-UHFFFAOYSA-N
}}
Methdilazine (Dilosyn, Tacaryl) is a first-generation antihistamine with anticholinergic properties of the phenothiazine class.
Synthesis
File:Methdilazine synthesis.png; {{US Patent|2,945,855}} (1960).]]
See also
References
{{Reflist}}
- {{cite journal |vauthors=Rani Basu L, Mazumdar K, Dutta N, Karak P, Dastidar S | title = Antibacterial property of the antipsychotic agent prochlorperazine, and its synergism with methdilazine | journal = Microbiol Res | volume = 160 | issue = 1 | pages = 95–100 | year = 2005 | pmid = 15782943 | doi = 10.1016/j.micres.2004.10.002| doi-access = free }}
- {{cite journal |vauthors=Chattopadhyay D, Mukherjee T, Pal P, Saha B, Bhadra R | title = Altered membrane permeability as the basis of bactericidal action of methdilazine | journal = J Antimicrob Chemother | volume = 42 | issue = 1 | pages = 83–6 | year = 1998 | pmid = 9700532 | doi = 10.1093/jac/42.1.83| doi-access = free }}
- {{cite journal |vauthors=Chattopadhyay D, Dastidar S, Chakrabarty A | title = Antimicrobial properties of methdilazine and its synergism with antibiotics and some chemotherapeutic agents | journal = Arzneimittelforschung | volume = 38 | issue = 7 | pages = 869–72 | year = 1988 | pmid = 2905130}}
The ring-contracted analog, methdilazine shows only very weak activity as a tranquilizer; instead, that agent constitutes an important antihistamine.
{{Antihistamines}}
{{Cholinergics}}
{{Histaminergics}}
{{Tricyclics}}
Category:H1 receptor antagonists
{{respiratory-system-drug-stub}}