Ethyl 2-amino-4-phenylthiophene-3-carboxylate
Basic information
- CAS
4815-36-5- Standard SMILES
CCOC(=O)c1c(-c2ccccc2)csc1N- InChIKey
WYTHTMKMOSPACP-UHFFFAOYSA-N- Molecular formula
- C13H13NO2S
- Average molar mass
- 247.31 g/mol
- Monoisotopic mass
- 247.06669983
Names & identifiers
- Preferred name
- Ethyl 2-amino-4-phenylthiophene-3-carboxylate
- IUPAC
- ethyl 2-amino-4-phenylthiophene-3-carboxylate
- English name
- 2-Amino-4-phenyl-thiophene-3-carboxylic acid ethyl ester
- Molecular formula
- C13H13NO2S
- Molecular weight
- 247.31
Names & synonyms
Ethyl 2-amino-4-phenylthiophene-3-carboxylateRefChem:594167674-826-04815-36-52-Amino-4-phenyl-thiophene-3-carboxylic acid ethyl esterEthyl-2-amino-4-phenylthiophene-3-carboxylateMFCD001263912-Amino-4-phenylthiophene-3-carboxylic acid ethyl esterNSC 149683ethyl-2-amino-4-phenyl Thiophene-3-CarboxylateEthyl 2-Amino-4-phenyl-thiophene-3-CarboxylateNSC149683
Show more names
AURORA 20210AKOS B000514AKOS MSC-0434AKOS BBS-00002683BUTTPARK 30\06-09ART-CHEM-BB B000514IFLAB-BB F1018-1557CHEMBRDG-BB 3000514TIMTEC-BB SBB006987
3-Thiophenecarboxylic acid, 2-amino-4-phenyl-, ethyl esterethyl 2-amino-4-phenyl-3-thiophenecarboxylateThiophene-3-carboxylic acid, 2-amino-4-phenyl-, ethyl esterZINC117489Ethyl2-amino-4-phenylthiophene-3-carboxylateCBMicro_024541BRN 1429620Amino-2 ethoxycarbonyl-3 phenyl-4 thiophene [French]
Database identifiers
- CAS
4815-36-5- PubChem CID
- 73242
- DTXSID
DTXSID50197439- EC Number
- 674-826-0
- Nikkaji
- J364.510J
Properties
Computed structural properties
- XLogP
- 3.7
- Topological polar surface area
- 80.6 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 266
Physicochemical properties
- Melting point
- 92 · 92-97 °C
- Boiling point
- 391 · 391.0±42.0 °C(Predicted)
- Density
- 1.231 · 1.231
- storage temp.
- 2 · 2-8°C(protect from light)
- solubility
- 30 mg/ml; · DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS (pH 7.2) (1:10): 0.1 mg/ml; Ethanol: 20 mg/ml
- form
- A crystalline solid
- pka
- -0.14 · -0.14±0.10(Predicted)
- InChI
- 1S/C13H13NO2S/c1-2-16-13(15)11-10(8-17-12(11)14)9-6-4-3-5-7-9/h3-8H,2,14H2,1H3
- InChIKey
- WYTHTMKMOSPACP-UHFFFAOYSA-N
- SMILES
- CCOC(=O)c1c(N)scc1-c2ccccc2
- CAS DataBase Reference
- 4815 · 4815-36-5(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- Comptox DTXSID
- 50197439 · DTXSID50197439
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
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 44 reports by companies from 4 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
- 2934999090
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36/37/39
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
UsesEthyl 2-Amino-4-phenylthiophene-3-carboxylate is used in the design and synthesis of thieno[2,3-d]pyrimidine analogs which exhibits antiproliferative activity against human cancer cells such as liver, pancreatic and colorectal cancer.
Uses2-Amino-4-phenyl-thiophene-3-carboxylic acid ethyl ester is a synthetic intermediate useful for pharmaceutical synthesis.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
19 records
Compound notes
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