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Details

Stereochemistry RACEMIC
Molecular Formula C18H20N2S.ClH
Molecular Weight 332.891
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHDILAZINE HYDROCHLORIDE

SMILES

Cl.CN1CCC(CN2C3=CC=CC=C3SC4=CC=CC=C24)C1

InChI

InChIKey=IEISBKIVLDXSMZ-UHFFFAOYSA-N
InChI=1S/C18H20N2S.ClH/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;1H

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 ( + / - )
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
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

1960
105
Targets

Targets

Primary TargetPharmacologyConditionPotency
Mycobacterium spp. growth
2
Target ID: Mycobacterium spp. growth
Inhibitor
8504
Antagonist
2849
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8583
TACARYL

Approved Use

Used in the treatment of pruritus associated with pityriasis rosea.

Launch Date

1981
Sourcing

Sourcing

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

PubMed

TitleDatePubMed
A Mycobacterium tuberculosis sigma factor network responds to cell-envelope damage by the promising anti-mycobacterial thioridazine.
2010-04-08
Activity of the phenothiazine methdilazine alone or in combination with isoniazid or streptomycin against Mycobacterium tuberculosis in mice.
2009-12
Antibacterial property of the antipsychotic agent prochlorperazine, and its synergism with methdilazine.
2005
Four simple procedures for the assay of methdilazine in bulk drug and in tablets and syrup using potassium iodate.
2003-04
Activity of phenothiazines against antibiotic-resistant Mycobacterium tuberculosis: a review supporting further studies that may elucidate the potential use of thioridazine as anti-tuberculosis therapy.
2001-05
Altered membrane permeability as the basis of bactericidal action of methdilazine.
1998-07
Antimycobacterial activity of methdilazine (Md), an antimicrobic phenothiazine.
1993-06
Antimicrobial properties of methdilazine and its synergism with antibiotics and some chemotherapeutic agents.
1988-07
Patents

Patents

US3435114
2

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 Mon Mar 31 18:22:51 GMT 2025
Edited
by admin
on Mon Mar 31 18:22:51 GMT 2025
Record UNII
T0GSO02UEZ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-169091
Preferred Name English
METHDILAZINE HYDROCHLORIDE
HSDB   MART.   MI   ORANGE BOOK   USP   USP-RS   VANDF   WHO-DD  
Common Name English
METHDILAZINE HYDROCHLORIDE [MART.]
Common Name English
METHDILAZINE HYDROCHLORIDE [MI]
Common Name English
METHDILAZINE HYDROCHLORIDE [HSDB]
Common Name English
METHDILAZINE HYDROCHLORIDE [VANDF]
Common Name English
METHDILAZINE HYDROCHLORIDE [ORANGE BOOK]
Common Name English
METHDILAZINE HYDROCHLORIDE, (±)-
Common Name English
METHDILAZINE HYDROCHLORIDE [USP IMPURITY]
Common Name English
Methdilazine hydrochloride [WHO-DD]
Common Name English
(±)-METHDILAZINE HYDROCHLORIDE
Common Name English
METHDILAZINE HYDROCHLORIDE [USP-RS]
Common Name English
METHDILAZINE HCL
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29578
Created by admin on Mon Mar 31 18:22:51 GMT 2025 , Edited by admin on Mon Mar 31 18:22:51 GMT 2025
Code System Code Type Description
SMS_ID
100000085950
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PRIMARY
RXCUI
91121
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PRIMARY RxNorm
DRUG BANK
DBSALT000486
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PRIMARY
ChEMBL
CHEMBL1200959
Created by admin on Mon Mar 31 18:22:51 GMT 2025 , Edited by admin on Mon Mar 31 18:22:51 GMT 2025
PRIMARY
NCI_THESAURUS
C63950
Created by admin on Mon Mar 31 18:22:51 GMT 2025 , Edited by admin on Mon Mar 31 18:22:51 GMT 2025
PRIMARY
MESH
C044642
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PRIMARY
HSDB
5192
Created by admin on Mon Mar 31 18:22:51 GMT 2025 , Edited by admin on Mon Mar 31 18:22:51 GMT 2025
PRIMARY
FDA UNII
T0GSO02UEZ
Created by admin on Mon Mar 31 18:22:51 GMT 2025 , Edited by admin on Mon Mar 31 18:22:51 GMT 2025
PRIMARY
RS_ITEM_NUM
1408000
Created by admin on Mon Mar 31 18:22:51 GMT 2025 , Edited by admin on Mon Mar 31 18:22:51 GMT 2025
PRIMARY
EPA CompTox
DTXSID3025548
Created by admin on Mon Mar 31 18:22:51 GMT 2025 , Edited by admin on Mon Mar 31 18:22:51 GMT 2025
PRIMARY
EVMPD
SUB03213MIG
Created by admin on Mon Mar 31 18:22:51 GMT 2025 , Edited by admin on Mon Mar 31 18:22:51 GMT 2025
PRIMARY
ECHA (EC/EINECS)
214-967-3
Created by admin on Mon Mar 31 18:22:51 GMT 2025 , Edited by admin on Mon Mar 31 18:22:51 GMT 2025
PRIMARY
NSC
169091
Created by admin on Mon Mar 31 18:22:51 GMT 2025 , Edited by admin on Mon Mar 31 18:22:51 GMT 2025
PRIMARY
PUBCHEM
14676
Created by admin on Mon Mar 31 18:22:51 GMT 2025 , Edited by admin on Mon Mar 31 18:22:51 GMT 2025
PRIMARY
CAS
1229-35-2
Created by admin on Mon Mar 31 18:22:51 GMT 2025 , Edited by admin on Mon Mar 31 18:22:51 GMT 2025
PRIMARY
MERCK INDEX
m7306
Created by admin on Mon Mar 31 18:22:51 GMT 2025 , Edited by admin on Mon Mar 31 18:22:51 GMT 2025
PRIMARY Merck Index
Related Record Type Details
Structure of METHDILAZINE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of METHDILAZINE
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