102988-80-7

Basic information

• Product Name: N-(4-methoxyphenyl)-4-nitro-3-methylbenzamide
• Synonyms: N-(4-methoxyphenyl)-4-nitro-3-methylbenzamide
• CAS NO: 102988-80-7
• Molecular Weight: 286.287
• Mol File: 102988-80-7.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: N-(4-methoxyphenyl)-4-nitro-3-methylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-methoxyphenyl)-4-nitro-3-methylbenzamide(102988-80-7)
• EPA Substance Registry System: N-(4-methoxyphenyl)-4-nitro-3-methylbenzamide(102988-80-7)

Safety Data

• Hazardous Substances Data: 102988-80-7(Hazardous Substances Data)

Upstream product

• 3113-71-1 3-methyl-4-nitrobenzoic acid 
• 104-94-9 4-methoxy-aniline 
• 35675-46-8 3-methyl-4-nitro-benzoyl chloride 

Downstream Products

• 102988-81-8 N-(4-methoxyphenyl)-4-nitro-3-methylbenzene carboximidoyl chloride 
• 1027196-92-4 acetic acid 2-(4-acetylamino-3-methyl-phenyl)-benzothiazol-6-yl ester 
• 247080-17-7 6-methoxy-2-(3-methyl-4-nitrophenyl)benzo[d]thiazole 
• 247080-31-5 2-(4-amino-3-methylphenyl)-6-hydroxybenzothiazole 
• 247080-26-8 4-(6-methoxybenzothiazol-2-yl)-2-methylphenylamine 
• 247080-13-3 N-(4-methoxyphenyl)-3-methyl-4-nitrobenzothioamide 

Relevant articles and documents

Synthesis and biological evaluation of cis-restricted triazole/tetrazole mimics of combretastatin-benzothiazole hybrids as tubulin polymerization inhibitors and apoptosis inducers

A series of colchicine site binding tubulin inhibitors were synthesized by the modification of the combretastatin pharmacophore. The ring B was replaced by the pharmacologically relevant benzothiazole scaffolds, and the cis configuration of the olefinic b

Design, synthesis and antimetastatic evaluation of 1-benzothiazolylphenylbenzotriazoles for photodynamic therapy in oral cancer cells

We have designed and synthesized a new series of 1-benzothiazolylphenylbenzotriazoles 9a-p and studied their antimetastatic mechanism involved in photosensitive effects induced by UVA in oral cancer cell Ca9-22. Our results revealed that the compounds plus UVA significantly suppressed migration and invasion, as detected by wound healing assay and Boyden chamber assay. Quantitative RT-PCR assay indicated that compound 9i plus UVA induced an antimetastatic effect through up-regulation of syndecan-1 and TIMP-3 and down-regulation of heparanase, MMP-2 and MMP-9 mRNA expressions. Western blot analysis showed that Ca9-22 treated with 9i plus UVA resulted in decreased levels of p-EGFR and p-ERK, MMP-2 and MMP-9, and an increased level of TIMP-3. These results are the first to report the function of UVA-activated 1-benzothiazolylphenylbenzotriazoles in tumor metastasis and their underlying molecular mechanism, and thus suggest that compound 9i plus PDT may serve as a potential ancillary modality for the treatment of oral cancer.

SYNTHESIS OF 2-(4-AMINOPHENYL) BENZOTHIAZOLE DERIVATIVES AND USE THEREOF

The present invention provides a method of preparing a compound of formula 6 comprising: (a) reacting a compound of formula 1 with a compound of formula 2 to form a compound of formula 3 wherein X of formula 2 is Cl or OH; (b) treating the compound formula 3 with Lawesson's reagent to form a compound of formula 4 (c) reacting a compound of formula 4 with potassium ferricyanide to produce a compound of formula 5 and (d) performing catalytic reduction of nitro group of the compound of formula 5 with palladium on charcoal to generate the compound of formula 6, wherein R1 of formulae 1-6 is H, C1-10 alkyl, C1-10 alkoxy or C1-10 haloalkyl, and R2 of formulae 1-6 is H or C1-10 alkyl. The present invention also provides a photodynamic therapy to a patient having at least one tumor comprising the steps of: administering a compound of formula 6 (wherein R1 and R2 are defined as the above) in a pharmaceutically acceptable carrier to the patient; waiting for a sufficient time to allow the administered compound to be taken up by a target tissue having the at least one tumor; and irradiating a region of the patient containing the target tissue; wherein growth of the tumor is inhibited.