2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxamide

Name: 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxamide
Brand: ChemScene
Availability: InStock
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CAS No. 77651-38-8
Cat. No. CS-0067893
Purity≥98%
MDL No.MFCD00122463

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxamide|CS-0067893

Structure of 77651-38-8

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General Information

CAS No. 77651-38-8
Cat. No. CS-0067893
Purity ≥98%
MDL No. MFCD00122463
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀N₂OS
Molecular Weight 182.24
Synonym(s) None
SMILES O=C(C1=C(N)SC2=C1CCC2)N

Description

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxamide features a fused thiophene core with amine and carboxamide functionalities, offering enhanced solubility and stability for use in medicinal chemistry scaffolds. This heterocyclic platform enables direct incorporation into bioactive molecules requiring electron-rich aromatic systems and hydrogen-bonding capacity.

Application

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxamide serves as a versatile heterocyclic building block for medicinal chemistry campaigns, enabling access to fused thiophene scaffolds with defined nitrogen and amide functionality. Its bench-stable nature and tolerance to common reaction conditions facilitate straightforward derivatization in standard synthetic workflows. The molecule functions effectively in coupling reactions and supports structural diversity in API development.

Synthesis

Route1
- 120-92-3
- 107-91-5
- ~69%
- In-stock
  
  77651-38-8
References
- Masaoka, Takashi; Chung, Suhman; Caboni, Pierluigi; Rausch, Jason W.; Wilson, Jennifer A.; Taskent-Sezgin, Humeyra; Beutler, John A.; Tocco, Graziella; Le Grice, Stuart F. J. Journal of Medicinal Chemistry, 2013 , vol. 56, # 13 p. 5436 - 5445
Route2
- In-stock
  
  70291-62-2
- ~24%
- In-stock
  
  77651-38-8
References
- Offermann; Eger; Roth Archiv der Pharmazie, 1981 , vol. 314, # 2 p. 168 - 175

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 69.11
LogP 0.9179
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxamide

CAS No. 77651-38-8

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