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159182

Sigma-Aldrich

Ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

97%

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About This Item

Empirical Formula (Hill Notation):
C11H15NO2S
CAS Number:
4506-71-2
Molecular Weight:
225.31
EC Number:
224-823-1
MDL number:
MFCD00005862
UNSPSC Code:
12352100
PubChem Substance ID:
24849798
NACRES:
NA.22

assay

97%

mp

114-116 °C (lit.)

functional group

ester

SMILES string

CCOC(=O)c1c(N)sc2CCCCc12

InChI

1S/C11H15NO2S/c1-2-14-11(13)9-7-5-3-4-6-8(7)15-10(9)12/h2-6,12H2,1H3

InChI key

CDYVTVLXEWMCHU-UHFFFAOYSA-N

Gene Information

human ... ADORA1(134)

Application

Ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate was used in the preparation of:
  • thienopyrimidine derivatives[1]
  • azo dyes[2]
  • N-(3-ethoxycarbonyl-4,5,6,7-tetrahydrobenzo[b]thien-2-yl)-2-aryl hydrazono-3-oxobutanamide derivatives[3]
  • tetrahydrobenzo[b]thiophene dyes[4]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
08008EH
16011DH
U21404
U21202
02114HD

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M M el-Kerdawy et al.
Bollettino chimico farmaceutico, 135(5), 301-305 (1996-05-01)
Interaction of ethyl 2-amino-4,5,6, 7-tetrahydrobenzo[b]thiophene-3-carboxylate 1 with 2-thiophene carbonyl chloride 2 afforded ethyl 2-(2-thenoylamino)-4, 5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 3 which upon cyclization yielded 2-(2-thienyl)-5,6,7, 8-tetrahydrobenzo[b]-thieno[2,3-d]-4H-3, 1-oxazin-4-one 4 and 2(2-thienyl)-3-amino-5, 6,7,8-tetrahydrobenzo-[b]thieno[2,3-d]-3,4-dihydropyrimidin-4-one 6. Some of the prepared compounds were screened for their antiinflammatory activity, compound
Synthesis of azo benzo [b] thiophene derivatives and their application as disperse dyes.
Sabnis RW and Rangnekar DW.
Dyes and Pigments, 10(4), 295-302 (1989)
Synthesis of azobenzo [b] thiophene derivatives and their dyeing performance on polyester fibre
Maradiya HR.
Turkish Journal of Chemistry, 25(4), 441-450 (2001)
Synthesis, azo-hydrazone tautomerism and antitumor screening of N-(3-ethoxycarbonyl-4, 5, 6, 7-tetrahydro-benzo [b] thien-2-yl)-2-arylhydrazono-3-oxobutanamide derivatives.
Farghaly TA and Abdallah ZA.
ARKIVOC (Gainesville, FL, United States), 17, 295-305 (2008)

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