METHDILAZINE

US Previously Marketed

First approved in 1960

Details

Stereochemistry	RACEMIC
Molecular Formula	C18H20N2S
Molecular Weight	296.43
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1CCC(CN2C3=C(SC4=C2C=CC=C4)C=CC=C3)C1

InChI

InChIKey=HTMIBDQKFHUPSX-UHFFFAOYSA-N

InChI=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

HIDE SMILES / InChI

Molecular Formula	C18H20N2S
Molecular Weight	296.43
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: http://www.drugbank.ca/drugs/DB00902
Curator's Comment: Description was created based on several sources, including https://www.drugs.com/mmx/methdilazine-hydrochloride.html

Methdilazine is a phenothiazine compound with antihistaminic activity. Methdilazine binds to the histamine H1 receptor. This blocks the action of endogenous histamine, which subsequently leads to temporary relief of the negative symptoms brought on by histamine. It is used for the symptomatic relief of hypersensitivity reactions and particularly for the control of pruritic skin disorders.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Mycobacterium spp. growth 2 Target ID: Mycobacterium spp. growth Sources: https://www.ncbi.nlm.nih.gov/pubmed/8103345	Inhibitor 8297
Histamine H1 receptor 315 Target ID: CHEMBL231 Sources: http://www.drugbank.ca/drugs/DB00902	Antagonist 2778

Conditions

Condition	Modality	Targets	Highest Phase	Product
Pruritus 29 Sources: https://www.drugs.com/mmx/methdilazine-hydrochloride.html	Primary		Approved 8429	TACARYL Approved Use Used in the treatment of pruritus associated with pityriasis rosea. Launch Date 1981

Sourcing

Vendor/Aggregator	ID	URL
ChEBI	CHEBI:6823	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:6823
ChemicalBook	CB6501372	https://www.chemicalbook.com/ChemicalProductProperty_EN_CB6501372

PubMed

Title	Date	PubMed
Antimicrobial properties of methdilazine and its synergism with antibiotics and some chemotherapeutic agents.	1988 Jul	2905130
Antimycobacterial activity of methdilazine (Md), an antimicrobic phenothiazine.	1993 Jun	8103345
Altered membrane permeability as the basis of bactericidal action of methdilazine.	1998 Jul	9700532
Four simple procedures for the assay of methdilazine in bulk drug and in tablets and syrup using potassium iodate.	2003 Apr	12727537
Activity of the phenothiazine methdilazine alone or in combination with isoniazid or streptomycin against Mycobacterium tuberculosis in mice.	2009 Dec	19696152
A Mycobacterium tuberculosis sigma factor network responds to cell-envelope damage by the promising anti-mycobacterial thioridazine.	2010 Apr 8	20386700

Patents

Sample Use Guides

In Vivo Use Guide

Usual adult and adolescent dose Oral, 8 mg every six to twelve hours as needed.

Route of Administration: Oral

In Vitro Use Guide

Methdilazine (Md) could inhibit various Mycobacterium spp. at 5-15 ug/ml concentrations in vitro as well as in vivo.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:24:29 GMT 2023` Edited by `admin` on `Fri Dec 15 16:24:29 GMT 2023`
Record UNII	4Q13LY9Z8X
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

METHDILAZINE

Official Name

English

METHDILAZINE [VANDF]

Common Name

English

10H-PHENOTHIAZINE, 10-((1-METHYL-3-PYRROLIDINYL)METHYL)-, MONOHYDROCHLORIDE

Common Name

English

METHDILAZINE [MI]

Common Name

English

methdilazine [INN]

Common Name

English

TACARYL

Brand Name

English

10-[(1-Methyl-3-pyrrolidinyl)methyl]phenothiazine

Systematic Name

English

Methdilazine [WHO-DD]

Common Name

English

METHDILAZINE [MART.]

Common Name

English

METHDILAZINE [ORANGE BOOK]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29707