2-Amino-4-hydroxythiophene-3-carbonitrile

Name: 2-Amino-4-hydroxythiophene-3-carbonitrile
Brand: ChemScene
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CAS No. 99580-50-4
Cat. No. CS-W007195
Purity≥98%
MDL No.MFCD19204858

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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-4-hydroxythiophene-3-carbonitrile|CS-W007195

Structure of 99580-50-4

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General Information

CAS No. 99580-50-4
Cat. No. CS-W007195
Purity ≥98%
MDL No. MFCD19204858
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄N₂OS
Molecular Weight 140.16
Synonym(s) 2-aMino-3-cyano-4-hydroxythiophene
SMILES N#CC1=C(N)SC=C1O

Description

2-Amino-4-hydroxythiophene-3-carbonitrile features a fused thiophene core functionalized with amino, hydroxyl, and nitrile groups, enabling versatile integration into heterocyclic scaffolds. The electron-rich aromatic system supports efficient coupling reactions, while the hydroxyl group offers potential for derivatization or metal coordination. This bench-stable compound serves as a key intermediate in the synthesis of bioactive molecules and advanced materials.

Application

2-Amino-4-hydroxythiophene-3-carbonitrile serves as a versatile heterocyclic building block in medicinal chemistry, enabling the construction of bioactive scaffolds through well-established functional group transformations. Its amino and hydroxyl groups offer orthogonal reactivity for derivatization, while the carbonitrile moiety supports nucleophilic addition and cyclization reactions. The compound exhibits bench stability and facilitates efficient purification, making it suitable for scalable synthesis workflows.

Synthesis

Route1
- 105558-72-3
- ~%
- In-stock
  
  99580-50-4
References
- BASF Aktiengesellschaft Patent: US5206375 A1, 1993 ;
Route2
- 79-04-9
- 109-77-3
- ~%
- In-stock
  
  99580-50-4
References
- BASF Aktiengesellschaft Patent: US5206375 A1, 1993 ;

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 70.04
LogP 0.90758
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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2-Amino-4-hydroxythiophene-3-carbonitrile

CAS No. 99580-50-4

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