199666-03-0

Basic information

• Product Name: 3,4-dimethoxy-N-[4-(3-nitrophenyl)-1,3-thiazol-2-yl]benzenesulfonamide
• Synonyms: 3,4-Dimethoxy-N-[4-(3-nitrophenyl)-2-thiazolyl]benzenesulfonamide RO61-8048;RO 61-8048 3,4-Dimethoxy-N-[4-(3-nitrophenyl)-2-thiazolyl]benzenesulfonamide;Ro 61-8048, >=98%;RO61-80483,4-dimethoxy-N-(4-(3-nitrophenyl)thiazol-2-yl)Benzenesulfonamide;KMO Inhibitor I, Ro 61-8048;3,4-dimethoxy-N-[4-(3-nitrophenyl)-1,3-thiazol-2-yl]benzenesulfonamide;3,4-Dimethoxy-N-[4-(3-nitrophenyl)-2-thiazolyl]benzenesulfonamide;3,4-diMethoxy-N-(4-(3-nitrophenyl)thiazol-2-yl)benzenesulfonaMide
• CAS NO: 199666-03-0
• Molecular Formula: C₁₇H₁₅N₃O₆S₂
• Molecular Weight: 421.4475
• Product Categories: Inhibitors
• Mol File: 199666-03-0.mol

Chemical Properties

• Melting Point: 185℃
• Boiling Point: 627.4°Cat760mmHg
• Flash Point: 333.3°C
• Appearance: faint yellow to yellow/
• Density: 1.471±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 1.17E-15mmHg at 25°C
• Refractive Index: 1.641
• Storage Temp.: Store at +4°C
• Solubility: DMSO: ≥15mg/mL
• PKA: 6.29±0.10(Predicted)
• CAS DataBase Reference: 3,4-dimethoxy-N-[4-(3-nitrophenyl)-1,3-thiazol-2-yl]benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-dimethoxy-N-[4-(3-nitrophenyl)-1,3-thiazol-2-yl]benzenesulfonamide(199666-03-0)
• EPA Substance Registry System: 3,4-dimethoxy-N-[4-(3-nitrophenyl)-1,3-thiazol-2-yl]benzenesulfonamide(199666-03-0)

Safety Data

• Hazard Codes: T
• Statements: 25-36
• Safety Statements: 26-45
• WGK Germany: 3
• Hazardous Substances Data: 199666-03-0(Hazardous Substances Data)

Usage

Uses

Ro 61-8048 is a potent and competitive kynurenine 3-monooxygenase (KMO) inhibitor.

Biological Activity

Potent and competitive kynurenine 3-hydroxylase inhibitor (K i = 4.8 nM, IC 50 = 37 nM). Increases kynurenic acid levels to concentrations that antagonize the glycine site of NMDA receptors. Brain penetrant and exhibits antidystonic, anticonvulsant and neuroprotective activities.

Biochem/physiol Actions

Ro 61-8048 is an inhibitor of kynurenine 3-monooxygenase (KMO) that increases kynurenic acid levels and reduces extracellular glutamate in the brain.

InChI:InChI=1/C17H15N3O6S2/c1-25-15-7-6-13(9-16(15)26-2)28(23,24)19-17-18-14(10-27-17)11-4-3-5-12(8-11)20(21)22/h3-10H,1-2H3,(H,18,19)

Upstream product

• 57493-24-0 4-(3-nitrophenyl)thiazol-2-ylamine 
• 23095-31-0 3,4-dimethoxybenzene-1-sulfonyl chloride 

Relevant articles and documents

SMALL MOLECULE INHIBITORS OF KYNURENINE-3-MONOOXYGENASE

The present invention relates to compounds of formula (Ia) or (Ib) and their tautomers and/or pharmaceutically acceptable salts and compositions and methods of uses thereof.

Use of N-(4-aryl-thiazol-2-yl)-sulfonamides

The invention is concerned with the use of sulfonamide derivatives of the general formula STR1 wherein R signifies lower-alkyl, phenyl, benzyl, naphthyl, pyridyl or thienyl, optionally substituted by one or more lower-alkyl, lower-alkoxy, lower-alkyl carb

Synthesis and biochemical evaluation of N-(4-phenylthiazol-2- yl)benzenesulfonamides as high-affinity inhibitors of kynurenine 3- hydroxylase

In this paper we describe the synthesis, structure-activity relationship (SAR), and biochemical characterization of N-(4-phenylthiazol-2- yl)benzenesulfonamides as inhibitors of kynurenine 3-hydroxylase. The compounds 3,4-dimethoxy-N-[4-(3-nitrophenyl)thi