101001-08-5

Basic information

• Product Name: (3Z)-3-[(4-methylphenyl)methylidene]-2,3-dihydro-4H-thiochromen-4-one
• Synonyms: 3-(4-methylbenzylidene)-3,4-dihydro-2H-1-benzothiin-4-one; 4H-1-benzothiopyran-4-one, 2,3-dihydro-3-[(4-methylphenyl)methylene]-, (3Z)-
• CAS NO: 101001-08-5
• Molecular Formula: C₁₇H₁₄OS
• Molecular Weight: 266.3575
• Mol File: 101001-08-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 444.4°C at 760 mmHg
• Flash Point: 252.9°C
• Density: 1.231g/cm³
• Vapor Pressure: 4.3E-08mmHg at 25°C
• Refractive Index: 1.684
• CAS DataBase Reference: (3Z)-3-[(4-methylphenyl)methylidene]-2,3-dihydro-4H-thiochromen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3Z)-3-[(4-methylphenyl)methylidene]-2,3-dihydro-4H-thiochromen-4-one(101001-08-5)
• EPA Substance Registry System: (3Z)-3-[(4-methylphenyl)methylidene]-2,3-dihydro-4H-thiochromen-4-one(101001-08-5)

Safety Data

• Hazardous Substances Data: 101001-08-5(Hazardous Substances Data)

Usage

Description

(3Z)-3-[(4-methylphenyl)methylidene]-2,3-dihydro-4H-thiochromen-4-one is a thiochromenone derivative characterized by a 4H-thiochromen-4-one core with a benzylidene substituent at the 3-position, featuring a methylphenylmethylidene group. Thiochromenones are a class of organic compounds known for their potential biological activities and are being explored for their pharmaceutical applications.

Uses

Used in Pharmaceutical Industry:
(3Z)-3-[(4-methylphenyl)methylidene]-2,3-dihydro-4H-thiochromen-4-one is used as a potential therapeutic agent for various conditions due to its potential biological activities. It is being studied for its possible applications as an anti-inflammatory, anti-cancer, and neuroprotective agent, making it a candidate for the development of new drugs targeting these areas.

Upstream product

• 3528-17-4 2,3-dihydro-4H-[1]benzothiopyran-4-one 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 1373520-32-1 (2R,3S,3aR)-tert-butyl 3-p-tolyl-2,3,3a,4-tetrahydrothiochromeno[4,3-b]pyrrole-2-carboxylate 
• 29309-05-5 1-Oxo-3-[1-p-tolyl-meth-(Z)-ylidene]-1λ⁴-thiochroman-4-one 
• 135521-77-6 3-Methoxy-1-p-tolyl-10H-9-thia-4-aza-phenanthrene-2-carbonitrile 

Relevant articles and documents

I2/TBHP mediated diastereoselective synthesis of spiroaziridines

Eventhough spiroheterocycles are considered as emerging drug candidates, synthesis of spiroaziridines has not been well explored so far. Herein, we disclose an efficient I2/TBHP mediated diastereoselective synthesis of N-alkyl spiroaziridines from primary amines and easily accessible α,β-unsaturated ketones. The reaction is also compatible for the synthesis of 2-aroylaziridines.

Synthesis of novel tricyclic heterocyclic compounds as potential anticancer agents using chromanone and thiochromanone as synthons

The arylmethylene of benzopyrane or benzothiopyrane 3,4 have been synthesized and condensed with hydrazine, guanidine and thiourea to yield pyrazole 5-8, aminopyrimidine 9,10 and thioxopyrimidine derivatives 11,12, respectively. Compounds 3 or 4 on treatment with malononitrile in the presence of ammonium acetate/acetic acid or in the presence of piperidine/ methanol to yield benzopyrano- and benzothiopyranopyridine 13,14 and benzopyrano- and benzothiopyrane 15,16, respectively. The oxirane of compound 3 is prepared and condensed with CS2 to yield the tricyclic system, thioxothienobenzopyrane 21. Ylidenemalononitrile for the ketone 1 and 2 are synthesized and condensed with aromatic aldehyde in presence of ammonium acetate/acetic acid to yield benzopyranopyridine and benzothiopyranopyridine derivatives 24,25, respectively, which are the isomer of compounds 13,14. Ylidenemalononitrile on condensation with phenylisothiocyanate yields benzo-pyrano- and benzothiopyranothioxopyridine 28,29, respectively.

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A series of 3-benzylidenechroman-4-ones, 3-benzylidenethiochroman-4-ones, and 2-benzylidene-1-tetralones have been synthesised and tested for their in vitro antifungal activity. Some of them were inactive; others displayed good activity against Cryptococcus neoformans, Torulopsis glabrata and Trichosporon cutaneum.