17336-08-2

Basic information

• Product Name: Benzoic acid, 2-(acetyloxy)-4-chloro-
• CAS NO: 17336-08-2
• Molecular Formula: C9H7ClO4
• Molecular Weight: 214.605
• Mol File: 17336-08-2.mol

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 2-(acetyloxy)-4-chloro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-(acetyloxy)-4-chloro-(17336-08-2)
• EPA Substance Registry System: Benzoic acid, 2-(acetyloxy)-4-chloro-(17336-08-2)

Safety Data

• Hazardous Substances Data: 17336-08-2(Hazardous Substances Data)

Upstream product

• 5106-98-9 4-chlorosalicylic acid 
• 75-36-5 acetyl chloride 
• 65-49-6 4-Aminosalicylic acid 
• 108-24-7 acetic anhydride 

Downstream Products

• 45868-31-3 5-chlorosalicylate 
• 1148-48-7 7-chloro-2-phenyl-4H-1-benzopyran-4-one 
• 54551-50-7 2-acetoxy-4-chlorobenzoic acid chloride 
• 1237514-37-2 2-(4-chloro-2-hydroxybenzamido)-4-phenylbenzoic acid 
• 1237518-82-9 tert-butyl 2-(4-chloro-2-hydroxybenzamido)-4-phenylbenzoate 
• 1415566-82-3 C₁₂H₈ClN₃O₅S 
• 1237518-81-8 tert-butyl 2-(2-acetoxy-4-chlorobenzamido)-4-phenylbenzoate 
• 1706-82-7 3-chloro-2,4,6-trinitro-phenol 

Relevant articles and documents

Synthesis and antioxidant activities of berberine 9-: O -benzoic acid derivatives

Although berberine (BBR) shows antioxidant activity, its activity is limited. We synthesized 9-O-benzoic acid berberine derivatives, and their antioxidant activities were screened via ABTS, DPPH, HOSC and FRAP assays. The para-position was modified with halogen elements on the benzoic acid ring, which led to an enhanced antioxidant activity and the substituent on the ortho-position was found to be better than the meta-position. Compounds 8p, 8c, 8d, 8i, 8j, 8l, and especially 8p showed significantly higher antioxidant activities, which could be attributed to the electronic donating groups. All the berberine derivatives possessed proper lipophilicities. In conclusion, compound 8p is a promising antioxidant candidate with remarkable elevated antioxidant activity and moderate lipophilicity.

Chlorinated cobalt alkyne complexes derived from acetylsalicylic acid as new specific antitumor agents

[(Prop-2-ynyl)-2-acetoxybenzoate]dicobalthexacarbonyl (Co-ASS), an organometallic derivative of the irreversible cyclooxygenase-1/2 (COX-1/2) inhibitor acetylsalicylic acid (ASS), demonstrated high growth-inhibitory potential against various tumor cell lines and inhibition of both COX isoenzymes. With the objective of increasing the selectivity for COX-2, we introduced a chlorine substituent in position 3, 4, 5, or 6 of the ASS moiety, respectively. Increased COX-2 selectivity is desirable as this isoenzyme is predominantly related to the development of cancer and abnormal tissue growth. The new compounds were investigated in comprehensive cellular biological assays to identify the impact of the chlorine substitution at the complex on COX-1/2 inhibition, antiproliferative activity, apoptosis, metabolic activity, cell-based COX inhibition, and cellular uptake. Chlorination distinctly reduced the effects at isolated COX-1 (about 25% inhibition at 10 μM; Co-ASS: 82.7%), while those at COX-2 remained almost unchanged (about 65% inhibition at 10 μM; Co-ASS: 78.5%). In cellular systems, with exception of the 6-Cl derivative, all compounds showed notable antitumor activity in COX-1/2 expressing tumor cells (HT-29 (IC50 = 1.5-2.7 μM), MDA-MB-231 (IC50 = 5.2-8.0 μM)), but were distinctly less active in the COX-1/2-negative MCF-7 breast cancer cell line (IC50 = 15.2-22.9 μM). All complexes possess high selectivity for tumor cells, because they did not influence the growth of the non-tumorigenic, human bone marrow stromal cell line HS-5. These findings clearly demonstrate that the interference with the COX-1/2 cascade contributes to the mode of anticancer action of the cobalt alkyne complexes.

Development of 5-nitrothiazole derivatives: Identification of leads against both replicative and latent Mycobacterium tuberculosis

Twenty eight 5-nitrothiazole derivatives were synthesized and evaluated for in vitro activities against Mycobacterium tuberculosis (MTB), cytotoxicity against HEK 293T. Among the compounds, 5-nitro-N-(5-nitrothiazol-2-yl)furan-2- carboxamide (20) was found to be the most active compound in vitro with MICs of 5.48 μM against log-phase culture of MTB and also non-toxic up to 100 μM.

INHIBITORS AGAINST THE ACTIVATION OF AP-1 AND NFAT

A medicament inhibiting the activation of AP-1 which comprises as an active ingredient a substance selected from the group consisting of a compound represented by the following general formula (I) and a pharmacologically acceptable salt thereof, and a hydrate thereof and a solvate thereof: wherein X represents a connecting group whose number of atoms in the main chain is 2 to 5 (said connecting group may be substituted), A represents hydrogen atom or acetyl group, E represents an aryl group which may be substituted or a hetero aryl group which may be substituted, ring Z represents an arene which may have one or more substituents in addition to the group represented by formula -O-A wherein A has the same meaning as that defined above and the group represented by formula -X-E wherein each of X and E has the same meaning as that defined above, or a heteroarene which may have one or more substituents in addition to the group represented by formula -O-A wherein A has the same meaning as that defined above and the group represented by formula -X-E wherein each of X and E has the same meaning as that defined above.

4-Aminoarylguanidine and 4-aminobenzamidine derivatives as potent and selective urokinase-type plasminogen activator inhibitors

The structure-based design of potent and selective urokinase-type plasminogen activator (uPA) inhibitors with 4-aminoarylamidine or 4-aminoarylguanidine S1 binding groups, is described.