Chemistry Heterocyclic Building Blocks Thiophenes

Thiophenes

A liquid without color and possessing a scent reminiscent of benzene, it demonstrates similar behavior to benzene in the majority of its reactions. Furan (C4H4O), selenophene (C4H4Se), and pyrrole (C4H4NH), which differ only in the heteroatom present in the ring, are among the compounds that are analogous to thiophene.

With a chemical formula of C4H4S, thiophene is a heterocyclic compound that contains a planar five-membered ring. Its extensive substitution reactions indicate that it is an aromatic compound.

Thiophenes, which are crucial heterocyclic compounds, find extensive applications as foundational units in numerous agrochemicals and pharmaceuticals. It is common to substitute the benzene ring of a biologically active substance with a thiophene, while retaining its efficacy.

Thiophene, due to its aromaticity, displays different characteristics from typical sulfides, such as resistance to alkylation and oxidation of its sulfur atom.

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Framework+−

(9H-fluoren-9-yl)methyl (2-(thiophen-2-yl)ethyl)carbamate 1-(thiophen-2-yl)ethan-1-one 2,2'-bithiophene 2,2':5',2''-terthiophene 2,3-dihydrothieno[3,4-b][1,4]dioxine 2,5-dibromothiophene 2,5-diphenylthiophene 2-(thiophen-2-yl)pyridine 2-(trifluoromethyl)thiophene 2-chlorothiophene 2-ethynylthiophene 2-iodothiophene 2-methoxythiophene 2-nitrothiophene 3-bromothiophene 3-chlorothiophene 3-fluorothiophene 3-methoxythiophene 3-methylthiophene 3-nitrothiophene 3-phenylthiophene 4,4,5,5-tetramethyl-2-(thiophen-2-yl)-1,3,2-dioxaborolane 4,4,5,5-tetramethyl-2-(thiophen-3-yl)-1,3,2-dioxaborolane 4,5,6,7-tetrahydrothieno[2,3-c]pyridine 4,5,6,7-tetrahydrothieno[3,2-c]pyridine 4,7-di(thiophen-2-yl)benzo[c][1,2,5]thiadiazole 4,8-di(thiophen-2-yl)benzo[1,2-b:4,5-b']dithiophene 4-phenyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine 4H-cyclopenta[2,1-b:3,4-b']dithiophene 4H-thieno[3,2-b]pyrrole 4H-thieno[3,4-c]pyrrole-4,6(5H)-dione 5,6-dihydro-4H-cyclopenta[b]thiophene 5-(thiophen-2-yl)isoxazole 5-benzyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine 5-phenylthiophen-2-amine benzo[1,2-b:4,5-b']dithiophene dibenzo[b,d]thiophene dihydrothiophen-3(2H)-one dithieno[3,2-b:2',3'-d]thiophene ethyl thiophene-2-carboxylate ethyl thiophene-3-carboxylate methyl thiophene-3-carboxylate N,N-diphenyl-4-(thiophen-2-yl)aniline phenyl(thiophen-2-yl)methanone thieno[2,3-b]pyridine thieno[2,3-c]pyridine thieno[2,3-d]pyrimidine thieno[3,2-b]pyridine thieno[3,2-b]thiophene thieno[3,2-c]pyridine thieno[3,2-d]pyrimidine thieno[3,4-b]thiophene thiophen-2-ylboronic acid thiophen-2-ylmethanol thiophen-3-amine thiophen-3-ol thiophene-2-carbaldehyde thiophene-2-carbonitrile thiophene-3-carbaldehyde thiophene-3-carbonitrile thiophene-3-carboxamide thiophene-3-carboxylic acid

By Key Group+−

acetylthiophene aminothiophene bromothieno chlorothieno chlorothiophene cyanothiophene dibromothieno dibromothiophene dichlorothieno dichlorothiophene dihydrothieno dihydrothiophene dihydroxythiophene dimethylthieno dimethylthiophene dithiophene fluorothiophene formylthiophene hydroxythiophene iodothieno iodothiophene methylthieno nitrothiophene oxotetrahydrothiophene terthiophene tetrahydrothieno thiophen-amine-hydrochloride thiophenecarboxaldehyde thiphen-amine-hydrochloride trithiophene

By Route Intermediates+−

cLogP+−

H-Acceptors+−

H-Donors+−

Polar Surface Area+−

Druglikeness+−

NNCH/NNH+−

sp3-Atoms+−

Non-Aromatic Rings+−

Aromatic Rings+−

Rotatable Bonds+−

Sodium thiophene-2-sulfinate

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A40550938945-01-697%

Sodium thiophene-2-sulfinate

$920.00/5g

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Methyl 3-hydroxythiophene-2-carboxylate

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A2562925118-06-997%

Methyl 3-hydroxythiophene-2-carboxylate

$11.00/5g

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2,5-Diiodothiophene

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A246509625-88-798%

2,5-Diiodothiophene

$51.00/5g

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H-D-α-(2-Thienyl)-Gly-OH

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A20859343189-45-398%

H-D-α-(2-Thienyl)-Gly-OH

$956.00/5g

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3,6-Bis(5-bromothiophen-2-yl)-2,5-bis(2-butyloctyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione

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A11563011224709-68-599%

3,6-Bis(5-bromothiophen-2-yl)-2,5-bis(2-butyloctyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione

$59.00/250mg

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3-Bromobenzo[b]thiophene

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A1767027342-82-795%

3-Bromobenzo[b]thiophene

$123.00/100g

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Di-tert-butyl 1,4-dioxo-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-2,5(1H,4H)-dicarboxylate

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A1282401046864-83-895%

Di-tert-butyl 1,4-dioxo-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-2,5(1H,4H)-dicarboxylate

$1925.00/10g

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(R)-2-(Benzo[b]thiophen-2-yl)-4-benzyl-4,5-dihydrooxazole

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(R)-2-(Benzo[b]thiophen-2-yl)-4-benzyl-4,5-dihydrooxazole

$53.00/100mg

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2,7-Diethynyl-4,4,9,9-tetrahexyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene

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A11640412383018-88-898%

2,7-Diethynyl-4,4,9,9-tetrahexyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene

$723.00/1g

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1-(5-Bromothiophen-2-yl)ethanamine

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A142340129605-38-596%

1-(5-Bromothiophen-2-yl)ethanamine

$103.00/1g

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4-((5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)methyl)morpholine

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A598308950603-39-198%

4-((5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)methyl)morpholine

$299.00/5g

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T-26c

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A1149115869296-13-999%

T-26c

$25.00/1mg

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Pyrantel pamoate

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A32237522204-24-697%

Pyrantel pamoate

$6.00/100mg

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4-Bromothiophene-2-carbonyl chloride

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A94102858777-65-495%

4-Bromothiophene-2-carbonyl chloride

$65.00/250mg

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2-Bromo-3-methylthiophene

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A80402914282-76-998%

2-Bromo-3-methylthiophene

$14.00/25g

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4-Methoxythiophene-3-carboxylic acid

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A45357071050-40-396%

4-Methoxythiophene-3-carboxylic acid

$769.00/25g

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4,7-Bis(5-bromothiophen-2-yl)-2λ4δ2-benzo[1,2-c;4,5-c']bis[1,2,5]thiadiazol

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4,7-Bis(5-bromothiophen-2-yl)-2λ4δ2-benzo[1,2-c;4,5-c']bis[1,2,5]thiadiazol

$91.00/100mg

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2,4-Dichlorothieno[2,3-d]pyrimidine

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2,4-Dichlorothieno[2,3-d]pyrimidine

$16.00/1g

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Methyl 5-formylthiophene-2-carboxylate

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Methyl 5-formylthiophene-2-carboxylate

$22.00/1g

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Methyl 3-hydroxy-5-phenylthiophene-2-carboxylate

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Methyl 3-hydroxy-5-phenylthiophene-2-carboxylate

$116.00/100mg

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