CAS 4815-30-9 Diethyl 5-amino-3-methylthiophene-2,4-dicarboxylate (HCID 78537)

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Basic information

CAS: 4815-30-9
Standard SMILES: CCOC(=O)c1sc(N)c(C(=O)OCC)c1C
InChIKey: DGVXLHAJVRRLGV-UHFFFAOYSA-N
Molecular formula: C11H15NO4S
Average molar mass: 257.31 g/mol
Monoisotopic mass: 257.07217896

Names & identifiers

Preferred name: Diethyl 5-amino-3-methylthiophene-2,4-dicarboxylate
IUPAC: diethyl 5-amino-3-methylthiophene-2,4-dicarboxylate
English name: Diethyl 5-amino-3-methyl-2,4-thiophenedicarboxylate
Molecular formula: C11H15NO4S
Molecular weight: 257.31

Names & synonyms

4815-30-9Diethyl 5-amino-3-methylthiophene-2,4-dicarboxylateDTXSID90197438EINECS 225-388-0NSC 149763RefChem:587174DTXCID00119929225-388-0Diethyl 5-amino-3-methyl-2,4-thiophenedicarboxylatediethyl 2-amino-4-methylthiophene-3,5-dicarboxylateMFCD000054502,4-diethyl 5-amino-3-methylthiophene-2,4-dicarboxylate

Show more names

AURORA 879AKOS 92572AKOS B000492AKOS MSC-0432ASISCHEM S46503AKOS BBS-00002544VITAS-BB TBB000636ART-CHEM-BB B000492IFLAB-BB F1386-0052OTAVA-BB BB0111000946

2-Amino-3,5-bis(ethoxycarbonyl)-4-methylthiophenediethyl 5-amino-3-methyl-thiophene-2,4-dicarboxylate2,4-Thiophenedicarboxylic acid, 5-amino-3-methyl-, diethyl esterBIDD:GT0567NSC-1497632-Amino-4-methyl-3,5-bis(ethoxycarbonyl)thiophenF0095-16545-Amino-3-methyl-thiophene-2,4-dicarboxylic acid diethyl ester

Database identifiers

CAS

Properties

Computed structural properties

XLogP: 2.9
Topological polar surface area: 107 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 6
Rotatable bonds: 6
Heavy atoms: 17
Formal charge: 0
Complexity: 297

Experimental & physicochemical properties

Solubility4.4 [ug/mL] (The mean of the results at pH 7.4)

Physicochemical properties

Melting point: 105 · 105-108 °C(lit.)
Boiling point: 372.6 · 372.6±37.0 °C(Predicted)
Density: 1.3137 · 1.3137 (rough estimate)
refractive index: 1.55 · 1.5500 (estimate)
storage temp.: 2 · Storage temp. 2-8°C
pka: -0.53 · -0.53±0.10(Predicted)
form: Crystalline Powder
color: Slightly yellow to beige-yellow
CAS DataBase Reference: 4815 · 4815-30-9(CAS DataBase Reference)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 42 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk: 3
hs_code: 29349990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36-60-37
hazard_class: IRRITANT
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Applications · 1 item

UsesDiethyl 5-Amino-3-methylthiophene-2,4-dicarboxylate is used as a reagent in the synthesis of novel pyrazolo-pyrimidinones as dipeptidyl peptidase IV (DPP-IV) inhibitors in diabetes. It is also used in the synthesis of N-phenylthieno[2,3-d]pyrimidin-4-amines which act as inhibitors of fibroblast grow factor receptor 1 and therefore may be further used as anticancer agents.