72752-81-9

Basic information

• Product Name: 2-Mercaptobenzooxazole-6-carboxylic acid methyl ester
• Synonyms: Methyl 2-sulfanyl-1,3-benzoxazole-6-carboxylate;2-Mercaptobenzooxazole-6-carboxylic acid methyl ester;Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate
• CAS NO: 72752-81-9
• Molecular Formula: C₉H₇NO₃S
• Molecular Weight: 209.23
• EINECS: 1312995-182-4
• Mol File: 72752-81-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 330.3 °C at 760 mmHg
• Flash Point: 153.6 °C
• Appearance: /
• Density: 1.394 g/cm³
• Vapor Pressure: 0.000168mmHg at 25°C
• Refractive Index: 1.645
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 10.45±0.20(Predicted)
• CAS DataBase Reference: 2-Mercaptobenzooxazole-6-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Mercaptobenzooxazole-6-carboxylic acid methyl ester(72752-81-9)
• EPA Substance Registry System: 2-Mercaptobenzooxazole-6-carboxylic acid methyl ester(72752-81-9)

Safety Data

• Hazardous Substances Data: 72752-81-9(Hazardous Substances Data)

Usage

General Description

2-Mercaptobenzooxazole-6-carboxylic acid methyl ester is a chemical compound with a molecular formula of C9H7NO3S and a molecular weight of 209.22 g/mol. It is a methyl ester derivative of 2-mercaptobenzooxazole-6-carboxylic acid. 2-Mercaptobenzooxazole-6-carboxylic acid methyl ester is commonly used in organic synthesis and chemical research due to its unique properties and reactivity. It is often utilized as a building block in the production of various pharmaceuticals, agrochemicals, and specialty chemicals. Additionally, it has been studied for its potential applications in the development of dyes, pigments, and materials with specific electronic or optical properties. Overall, 2-Mercaptobenzooxazole-6-carboxylic acid methyl ester plays a significant role in the advancement of chemical and materials science.

InChI:InChI=1/C9H7NO3S/c1-12-8(11)5-2-3-6-7(4-5)13-9(14)10-6/h2-4H,1H3,(H,10,14)

Upstream product

• 140-89-6 potassium ethyl xanthogenate 
• 63435-16-5 3-hydroxy-4-aminobenzoic acid methyl ester 
• 2374-03-0 4-aminosalicylic acid 
• 463-71-8 thiophosgene 

Downstream Products

• 819076-91-0 methyl 2-chloro-1,3-benzoxazole-6-carboxylate 
• 108085-62-7 2-thioxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid 
• 1160490-11-8 methyl 2-(methylthio)benzo[d]oxazole-6-carboxylate 

Relevant articles and documents

The design, synthesis and evaluation of 2-aminobenzoxazole analogues as potent and orally efficacious ChemR23 inhibitors

We previously reported 2-aminobenzoxazole analogue 1 as a potent ChemR23 inhibitor. The compound showed inhibitory activity against chemerin-induced calcium signaling through ChemR23 internalization in CAL-1 cells, which are cell lines of plasmacytoid dendric cells (pDCs). Furthermore, compound 2 inhibited chemotaxis of CAL-1 triggered by chemerin in vitro. However, we noted a difference in the ChemR23 response to our inhibitor between rodents and non-rodents in a previous study. To address this issue, we performed optimization of ChemR23 inhibitors using CAL-1 cells endogenously expressing human ChemR23 and conducted a pharmacokinetics study in cynomolgus monkeys. Various substituents at the 4-position of the benzoxazole ring exhibited potent in vitro bioactivity, while those at the 6-position were not tolerated. Among substituents, a carboxyl group was identified as key for improving the oral bioavailability in cynomolgus monkeys. Compound 38a with the acidic part changed from a tetrazole group to a 1,2,4-oxadiazol-5-one group to improve bioactivity and pharmacokinetic parameters exhibited inhibitory activity against chemerin-induced chemotaxis in vitro. In addition, we confirmed the ChemR23 internalization of pDCs by compound 38a orally administered to cynomolgus monkeys. These 2-aminobenzoxazole-based ChemR23 inhibitors may be useful as novel immunotherapeutic agents capable of suppressing the migration of pDCs, which are known to be major producers of type I interferons in the lesion area of certain autoimmune diseases, such as systemic lupus erythematosus and psoriasis.

NITROGEN-CONTAINING HETEROCYCLIC COMPOUNDS AS FXR MODULATORS

The present technology is directed to compounds, compositions, and methods related to modulation of FXR. In particular, the present compounds and compositions may be used to treat FXR-mediated disorders and conditions, including, e.g., liver disease, hype

AMIDE COMPOUNDS AS BOOSTERS OF ANTIVIRALS

The present invention relates to compounds that have CYP450 inhibiting properties and are therefore useful as boosters of certain drugs, i.e. they are able to increase at least one of the pharmacokinetic variables of certain drugs when co-administered. The invention further provides the use of said compounds as improvers of the bioavailability of certain drugs. Methods for the preparation of the compounds of the invention and pharmaceutical compositions are also provided.