| Identification | More | [Name]
Ethyl 2-amino-1,3-thiazole-4-carboxylate | [CAS]
5398-36-7 | [Synonyms]
2-AMINO-4-ETHOXYCARBONYLTHIAZOLE
2-AMINO-THIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER
2-AMINOTHIAZOLE-4-CARBOXYLIC ACID, ETHYL ESTERHYDROCHLORIDE
AKOS BB-9218
BUTTPARK 33\04-57
ETHYL 2-AMINO-1,3-THIAZOLE-4-CARBOXYLATE
ETHYL 2-AMINO-4-THIAZOLECARBOXYLATE
ETHYL 2-AMINOTHIAZOLE-4-CARBOXYLATE
ETHYL 2-AMINO-THIAZOLE-4-CARBOXYLATE HYDROCHLORIDE
TIMTEC-BB SBB000178
TOSLAB 14869
2-Aminothiazole-4-ethylformate
Ethyl-2-Amino-1,3-Thazole-4-Carboxylate
2-AMINO-4-THIAZOLECARBOXYLIC ACID ETHYL ESTER
2-AMINOTHLAZOLE-4-CARBOXYLIC ACID METHYL ESTER
ETHYL 2-AMINO-4-THIAZOLEFORMATE
Ethyl 2-amino-1,3-thiazole-4-carboxylate ,97% | [EINECS(EC#)]
611-074-4 | [Molecular Formula]
C6H8N2O2S | [MDL Number]
MFCD00619079 | [Molecular Weight]
172.2 | [MOL File]
5398-36-7.mol |
| Chemical Properties | Back Directory | [Appearance]
white crystal powde | [Melting point ]
177 °C | [Boiling point ]
308.0±15.0 °C(Predicted) | [density ]
1.336±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
2.60±0.10(Predicted) | [color ]
Pale Beige | [λmax]
284nm(MeOH)(lit.) | [Detection Methods]
GC,NMR | [InChI]
InChI=1S/C6H8N2O2S/c1-2-10-5(9)4-3-11-6(7)8-4/h3H,2H2,1H3,(H2,7,8) | [InChIKey]
XHFUVBWCMLLKOZ-UHFFFAOYSA-N | [SMILES]
S1C=C(C(OCC)=O)N=C1N | [CAS DataBase Reference]
5398-36-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S22:Do not breathe dust . | [WGK Germany ]
nwg | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29341000 |
| Hazard Information | Back Directory | [Chemical Properties]
white crystal powde | [Uses]
Ethyl 2-Amino-1,3-thiazole-4-carboxylate is a chemical reagent used in the preparation fo SAR thiazolamino arylaminopyrimidines as anaplastic lymphoma kinase inhibitors. As well as in the synthesis of 4-bicyclick piperadine derivatives as potent stearoyl-CoA desaturase (SCD1) inhibitors in the treatment of cancer. | [Synthesis]
GENERAL METHOD: A mixture of thiourea (1.2 mmol) and ethyl 3-bromopyruvate (1 mmol) in ethanol (2 mL) was reacted with stirring at 70°C for 1 hour. After completion of the reaction, the mixture was cooled to room temperature and subsequently poured into ice water. The precipitate precipitated was collected by filtration and dried to give the target product ethyl 2-aminothiazole-4-carboxylate. The products were characterized as follows: 6a (99% yield), white solid, melting point 150-152 °C (literature value 149-150 °C); 6b (100% yield), white solid, melting point 162-165 °C (literature value 163-164 °C); 6c (0.236 g, 93% yield), white solid, melting point 179-181 °C (literature value 180- 181°C); 6d (98% yield), white solid, melting point 203.6-204.2°C (literature value 204.0-204.5°C); 6e (94% yield), bright yellow solid, melting point 287-288°C (literature value 285-286°C); 6f (100% yield), white solid, melting point 172-174°C (literature value 172°C). | [References]
[1] Arkivoc, 2018, vol. 2018, # 7, p. 110 - 118
[2] Patent: CN104016944, 2016, B. Location in patent: Paragraph 0014-0015; 0040-0041
[3] Organic and Biomolecular Chemistry, 2012, vol. 10, # 30, p. 5764 - 5768
[4] Letters in Drug Design and Discovery, 2018, vol. 16, # 2, p. 160 - 173
[5] Patent: WO2007/146066, 2007, A2. Location in patent: Page/Page column 151-152 |
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