118452-04-3

Basic information

• Product Name: 2-Amino-thiazole-4-carboxylic acid methyl ester
• Synonyms: AURORA KA-222;METHYL 2-AMINO-1,3-THIAZOLE-4-CARBOXYLATE;METHYL 2-AMINOTHIAZOLE-4-CARBOXYLATE;2-amino-thiazole-4-carboxylic acid methyl ester;Methyl 2-Aminothioazole-4-carboxylate;Methyl-2-amino;Methyl 2-amino-4-thiazoleformate;Methyl 2-aminothiazole-4-carboxylate ,99%
• CAS NO: 118452-04-3
• Molecular Formula: C₅H₆N₂O₂S
• Molecular Weight: 158.18
• EINECS: 1312995-182-4
• Product Categories: Amines;blocks;Carboxes;Thiazoles;Aromatic Esters;pharmacetical;Esters;Thiazoles, Isothiazoles &Benzothiazoles;Heterocyclic Compounds;Heterocycles;Sulfur & Selenium Compounds;Thiazoles, Isothiazoles & Benzothiazoles;2-Amino-Thiazole-4-Carboxylic Acid Methyl Ester
• Mol File: 118452-04-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 160-164
• Boiling Point: 298.7 °C at 760 mmHg
• Flash Point: 134.5 °C
• Appearance: light yellow crystal
• Density: 1.408 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.606
• Storage Temp.: Refrigerator
• Solubility: Water
• PKA: 2.46±0.10(Predicted)
• CAS DataBase Reference: 2-Amino-thiazole-4-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-thiazole-4-carboxylic acid methyl ester(118452-04-3)
• EPA Substance Registry System: 2-Amino-thiazole-4-carboxylic acid methyl ester(118452-04-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 118452-04-3(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Solid

Uses

Methyl 2-Aminothioazole-4-carboxylate (cas# 118452-04-3) is a compound useful in organic synthesis.

InChI:InChI=1/C5H6N2O2S/c1-9-4(8)3-2-10-5(6)7-3/h2H,1H3,(H2,6,7)

Upstream product

• 7425-63-0 methyl 3-bromo-2-oxopropanoate 
• 17356-08-0 thiourea 
• 67-56-1 methanol 
• 194663-91-7 2-Acetylamino-5-formyl-thiazole-4-carboxylic acid diethylamide 
• 194663-93-9 N-[4-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-5-formyl-thiazol-2-yl]-acetamide 
• 194663-88-2 2-Acetylamino-5-formyl-thiazole-4-carboxylic acid phenylamide 
• 40283-41-8 2-amino-1,3-thiazole-4-carboxylic acid 
• 5398-36-7 2-aminothiazole-4-carboxylate 
• 124-41-4 sodium methylate 

Downstream Products

• 850429-62-8 methyl 2-[[(tert-butoxy)carbonyl]amino]-1,3-thiazole-4-carboxylate 
• 1416811-55-6 C₁₁H₁₀N₂O₂S 
• 1416811-11-4 C₂₂H₂₁Cl₂N₃O₅S 
• 1416810-80-4 C₂₂H₂₃Cl₂N₃O₄S 
• 81569-26-8 5-isopropyl-thiazole-4-carboxylic acid methyl ester 
• 913836-22-3 5-bromothiazole-4-carboxylic acid methyl ester 
• 850429-60-6 methyl 2-amino-5-bromo-thiazole-4-carboxylate 
• 914348-76-8 methyl 2-amino-5-chloro-thiazole-4-carboxylate 
• 877997-99-4 2-[(2-hydroxy-4,5-dimethoxybenzoyl)amino]-1,3-thiazole-4-carboxylic acid methyl ester 
• 40283-41-8 2-amino-1,3-thiazole-4-carboxylic acid 
• 877998-00-0 CH₄O*C₁₄H₁₄N₂O₆S 
• 1235034-76-0 methyl 2-amino-5-iodo-1,3-thiazole-4-carboxylate 

Relevant articles and documents

4,6-Substituted-1H-Indazoles as potent IDO1/TDO dual inhibitors

Indoleamine 2,3-dioxygenase 1 (IDO1) and tryptophan 2,3-dioxygenase (TDO) are constitutively overexpressed in many types of cancer cells and exert important immunosuppressive functions. In this article, a series of 4,6-substituted-1H-indazole derivatives were synthesized and evaluated the inhibitory activities against IDO1 and TDO, as well as their structure-activity relationships (SARs). Among these, compound 35 displayed the most IDO1 inhibitory potency with an IC50 value of 0.74 μM in an enzymatic assay and 1.37 μM in HeLa cells. Quantitative analysis of the Western blot results indicated that 35 significantly decreased the INFγ-induced IDO1 expression in a concentration-dependent manner. In addition, 35 showed promising TDO inhibition with an IC50 value of 2.93 μM in the enzymatic assay and 7.54 μM in A172 cells. Moreover, compound 35 exhibited in vivo antitumor activity in the CT26 xenograft model. These findings suggest that 1H-indazole derivative 35 is a potent IDO1/TDO dual inhibitor, and has the potential to be developed for IDO1/TDO-related cancer treatment.

Novel 6-amino acid heteroaryldihydropyrimidines for the treatment and prophylaxis of hepatitis B virus infection

The invention provides novel compounds having the general formula: wherein R1, R2, R3, R4 and A are as described herein, compositions including the compounds and methods of using the compounds.

Assembly of the nosiheptide A-ring: A fruitful lesson

The synthesis of a 28-membered thiopeptide macrocycle is described. Key steps are mild aza-Wittig thiazole ring closures, a scandium(III)-mediated regioselective ester hydrolysis, and a highly efficient macrolactam formation with its 3-hydroxypyridine nucleus orthogonally protected. Georg Thieme Verlag Stuttgart, New York.