110704-19-3

Basic information

• Product Name: Benzothiazole, 5-chloro-2-(chloromethyl)- (9CI)
• Synonyms: Benzothiazole, 5-chloro-2-(chloromethyl)- (9CI);5-Chloro-2-(chloroMethyl)-1,3-benzothiazole;5-chloro-2-(chloroMethyl)benzo[d]thiazole;2-Chloromethyl-5-chlorobenzothiazole
• CAS NO: 110704-19-3
• Molecular Formula: C₈H₅Cl₂NS
• Molecular Weight: 218.103
• Product Categories: BENZOTHIAZOLE
• Mol File: 110704-19-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 102-104 °C
• Boiling Point: 310.6±22.0 °C(Predicted)
• Appearance: /
• Density: 1.494±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: -0.08±0.10(Predicted)
• CAS DataBase Reference: Benzothiazole, 5-chloro-2-(chloromethyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzothiazole, 5-chloro-2-(chloromethyl)- (9CI)(110704-19-3)
• EPA Substance Registry System: Benzothiazole, 5-chloro-2-(chloromethyl)- (9CI)(110704-19-3)

Safety Data

• Hazardous Substances Data: 110704-19-3(Hazardous Substances Data)

Upstream product

• 74974-54-2 2-chloro-1,1,1-trimethoxyethane 
• 1004-00-8 4-chloro-2-aminobenzenethiol 
• 79-04-9 chloroacetyl chloride 
• 20358-00-3 2-amino-5-chlorobenzothiazole 
• 51076-95-0 2-chloro-1,1,1-triethoxyethane 

Downstream Products

• 933738-03-5 (5-chlorobenzo[d]thiazol-2-yl)methanamine 
• 1138333-21-7 3-[(5-Chloro-1,3-benzothiazol-2-yl)methoxy]-2,6-difluorobenzenecarbonitrile 
• 143163-72-8 2-(bromomethyl)-5-chloro-1,3-benzothiazole 

Relevant articles and documents

Synthesis and antibacterial activity of 3-benzylamide derivatives as FtsZ inhibitors

The emergence and spread of multidrug-resistant strains of the human pathological bacteria are generating a threat to public health worldwide. In the current study, a series of PC190723 derivatives was synthesized and investigated for their antimicrobial activity. The compounds exhibited good activity against several Gram-positive bacteria as determined by comparison of diameters of the zone of inhibition of test compounds and standard antibiotics. Compound 9 with a fluorine substitution on the phenyl ring showed the best antibacterial activity in the series against M. smegmatis with the zone ratio of 0.62, and against S. aureus with the zone ratio of 0.44. The results from this study indicate that based on the unique 3-methoxybenzamide pharmacophore, compound 9 may represent a promising lead candidate against Gram-positive bacteria that are worthy of further investigation

Creating an antibacterial with in vivo efficacy: Synthesis and characterization of potent inhibitors of the bacterial cell division protein FTSZ with improved pharmaceutical properties

3-Methoxybenzamide (1) is a weak inhibitor of the essential bacterial cell division protein FtsZ. Alkyl derivatives of 1 are potent antistaphylococcal compounds with suboptimal drug-like properties. Exploration of the structure-activity relationships of analogues of these inhibitors led to the identification of potent antistaphylococcal compounds with improved pharmaceutical properties.

ANTIBACTERIAL AGENTS

Compounds of formula (I) have antibacterial activity wherein R represents hydrogen or 1, 2 or 3 optional substituents; W is =C(R1)- or =N-; R1 is hydrogen or an optional substituent and R2 is hydrogen, methyl, or fluorine; or R1 and R2 taken together are -CH2-, -CH2CH2-, -O-, or, in either orientation, -O- CH2- Or -OCH2CH2-; R3 is a radical of formula -(Alk1)m-(Z)p-(Alk2)n-Q wherein m, p and n are independently 0 or 1, provided that at least one of m, p and n is 1, Z is -O-, -S-, -S(O)-, -S(O2)-, -NH-, -N(CH3)-, -N(CH2CH3)-, -C(=O)-, -O-(C=O)-, -C(=O)-O-, or an optionally substituted divalent monocyclic carbocyclic or heterocyclic radical having 3 to 6 ring atoms; or an optionally substituted divalent bicyclic heterocyclic radical having 5 to 10 ring atoms; Alk1 and Alk2 are optionally substituted C1C6 alkylene, C2-C6 alkenylene, or C2-C6 alkynylene radicals, which may optionally terminate with or be interrupted by -O-, -S-, -S(O)-, -S(O2)-, -NH-, -N(CH3)-, or -N(CH2CH3)-; and Q is hydrogen, halogen, nitrile, or hydroxyl or an optionally substituted monocyclic carbocyclic or heterocyclic radical having 3 to 6 ring atoms; or an optionally substituted bicyclic heterocyclic radical having 5 to 10 ring atoms.