10-[(1-methylpyrrolidin-3-yl)methyl]phenothiazine

Modify Date: 2025-08-25 19:45:05

10-[(1-methylpyrrolidin-3-yl)methyl]phenothiazine structure	Common Name	10-[(1-methylpyrrolidin-3-yl)methyl]phenothiazine
	CAS Number	1982-37-2	Molecular Weight	296.43000
	Density	1.185 g/cm3	Boiling Point	430.4ºC at 760 mmHg
	Molecular Formula	C₁₈H₂₀N₂S	Melting Point	N/A
	MSDS	N/A	Flash Point	214.1ºC

Use of 10-[(1-methylpyrrolidin-3-yl)methyl]phenothiazine

Methdilazine is an orally active antibiotic (histamine antagonist). Methdilazine can inhibit various mycobacterium with MIC values at 5-15 μg/mL in vitro and in vivo, which can be used for the research of infectious diseases[1][2].

Name	10-[(1-methylpyrrolidin-3-yl)methyl]phenothiazine
Synonym	More Synonyms

Description	Methdilazine is an orally active antibiotic (histamine antagonist). Methdilazine can inhibit various mycobacterium with MIC values at 5-15 μg/mL in vitro and in vivo, which can be used for the research of infectious diseases[1][2].
Related Catalog	Signaling Pathways >> Immunology/Inflammation >> Histamine Receptor Research Areas >> Infection Signaling Pathways >> Anti-infection >> Bacterial Signaling Pathways >> GPCR/G Protein >> Histamine Receptor
Target	MIC: 5-15 μg/mL (mycobacterium)
In Vitro	Methdilazine (0-20 μg/mL approximately, 18 h) inhibits kinds of mycobacterium with MIC values ranging from 5 μg/mL to 15 μg/mL[1]. Cell Proliferation Assay[1] Cell Line: mycobacterium: M. smegmatis 798/1546, M.,fortuitum 1529, M. scrofulaceum 1323, M. gordonae 1324, M. rnarinum 50, M.,flavescens 1541, M. terrae 1450, M. tuberculosis, H37Ra 16, H37Rv 16, K1, K2, ICRC bacillus,'Skinsnes' bacillus. Concentration: 0-20 μg/mL approximately Incubation Time: 18 h Result: Inhibited mycobacterium with MIC values ranging from 5 μg/mL to 15 μg/mL.
In Vivo	Methdilazine (Intraperitoneal injection, 10 μg/gm body wt/day, 6 weeks) is antagonistic to mycobacteria in H37Rv infected mice[1]. Methdilazine (Oral administration, 10 mg/kg per day, 28 days) improves survival of Mycobacterium Tuberculosis (Mtb) H37Rv infected mice[2]. Animal Model: H37Rv infected mice[1] Dosage: 10 μg/gm body wt/day, 6 weeks Administration: Intraperitoneal injection Result: Displayed an anti-mycobacterial activity to mycobacteria. Animal Model: Mycobacterium Tuberculosis (Mtb) H37Rv infected Swiss albino male mice[2] Dosage: 10 mg/kg per day for 28 days Administration: Oral administration Result: Increased surviving time to 28 days with no sign of disease, showed 71.42% survival.
References	[1]. A N Chakrabarty, et al. Antimycobacterial activity of methdilazine (Md), an antimicrobic phenothiazine. APMIS. 1993 Jun;101(6):449-54. [2]. Noton K Dutta, et al. Activity of the phenothiazine methdilazine alone or in combination with isoniazid or streptomycin against Mycobacterium tuberculosis in mice. J Med Microbiol. 2009 Dec;58(Pt 12):1667-1668.

Density	1.185 g/cm3
Boiling Point	430.4ºC at 760 mmHg
Molecular Formula	C₁₈H₂₀N₂S
Molecular Weight	296.43000
Flash Point	214.1ºC
Exact Mass	296.13500
PSA	31.78000
LogP	4.24390
InChIKey	HTMIBDQKFHUPSX-UHFFFAOYSA-N
SMILES	CN1CCC(CN2c3ccccc3Sc3ccccc32)C1

CHEMICAL IDENTIFICATION

RTECS NUMBER :: SP2975000

CHEMICAL NAME :: Phenothiazine, 10-((1-methyl-3-pyrrolidinyl)methyl)-

CAS REGISTRY NUMBER :: 1982-37-2

LAST UPDATED :: 199510

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C18-H20-N2-S

MOLECULAR WEIGHT :: 296.46

WISWESSER LINE NOTATION :: T C666 BN ISJ B1- CT5NTJ A1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human

DOSE/DURATION :: 4 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - dyspnea Gastrointestinal - other changes

REFERENCE :: 34ZIAG "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969 Volume(issue)/page/year: -,379,1969

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 162 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 18,185,1971

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 225 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,29,1972

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 183 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,29,1972

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 263 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,29,1972

HS Code	2934300000

3-(chloromethyl...

CAS#:58689-43-3

Phenothiazine

CAS#:92-84-2

10-[(1-methylpy...

CAS#:1982-37-2

Literature: Journal of Organic Chemistry, , vol. 26, p. 1529 - 1530

Phenothiazine

CAS#:92-84-2

10-[(1-methylpy...

CAS#:1982-37-2

Literature: Arzneimittel Forschung, , vol. 9, p. 715

HS Code	2934300000
Summary	2934300000. other compounds containing in the structure a phenothiazine ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Name: AlphaScreen-based biochemical high throughput primary assay to identify inhibitors of...
Source: The Scripps Research Institute Molecular Screening Center
Target: N/A
External Id: ULK1_INH_LUMI_1536_1X%INH PRUN

Name: Determination of IC50 values for inhibition of SARS-CoV-2 induced cytotoxicity of VER...
Source: ChEMBL
Target: Severe acute respiratory syndrome coronavirus 2
External Id: CHEMBL4651404

Name: In Vitro Protease Cleavage Assay from US Patent US9504692: "Selective inhibition of M...
Source: BindingDB
Target: N/A
External Id: BindingDB_8583_1

Name: Selectivity index, ratio of CC50 for BHK cells to IC50 for Chikungunya virus LR2006 O...
Source: ChEMBL
Target: N/A
External Id: CHEMBL4178822

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

Tacazyl

10-(1-methyl-pyrrolidin-3-ylmethyl)-phenothiazine

10-(1-Methyl-pyrrolidin-3-ylmethyl)-phenothiazin

10-<1-Methyl-pyrrolidinyl-(3)-methyl>-phenothiazin.

methdilazine

Methdilazinum

Metodilazina

Tacryl

Methodilazine

Methdilazinum [INN-Latin]

Disyncram

Tacaryl

Metodilazina [INN-Spanish]

10-(1-methyl-pyrrolidin-3-ylmethyl)-10H-phenothiazine

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10-[(1-methylpyrrolidin-3-yl)methyl]phenothiazine

Use of 10-[(1-methylpyrrolidin-3-yl)methyl]phenothiazine

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Biological Activity

Chemical & Physical Properties

Toxicological Information

CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.