2-Amino-5-bromothiazole-4-carbonitrile

Name: 2-Amino-5-bromothiazole-4-carbonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 944804-79-9
Cat. No. CS-B1168
Molecule weight204.05
Purity≥95%
MDL No.MFCD11109851

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Amino-5-bromothiazole-4-carbonitrile|CS-B1168

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General Information

CAS No. 944804-79-9
Cat. No. CS-B1168
Purity ≥95%
MDL No. MFCD11109851
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₂BrN₃S
Molecular Weight 204.05
Synonym(s) 2-amino-5-bromo-1,3-thiazole-4-carbonitrile
SMILES N#CC1=C(Br)SC(N)=N1

Description

2-Amino-5-bromothiazole-4-carbonitrile features a brominated thiazole core bearing electron-rich amino and nitrile groups, enabling direct incorporation into heterocyclic scaffolds. The para-positioned nitrile facilitates conjugation and transition-metal-catalyzed coupling reactions. This bench-stable, moisture-tolerant building block supports rapid access to bioactive compounds in medicinal chemistry and materials science.

Application

2-Amino-5-bromothiazole-4-carbonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to thiazole-based heterocycles via palladium-catalyzed cross-coupling and nucleophilic substitution reactions. The molecule's orthogonal functional groups—amino, bromo, and nitrile—facilitate sequential derivatization under mild conditions, with excellent bench stability and straightforward purification. Its defined reactivity profile supports rapid scaffold diversification in API discovery workflows.

Synthesis

Route1
- In-stock
  
  98027-21-5
- ~53%
- In-stock
  
  944804-79-9
References
- AMGEN INC. Patent: US2007/173506 A1, 2007 ; Location in patent: Page/Page column 53 ;

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

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Computational Chemistry Data

TPSA 62.7
LogP 1.35948
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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2-Amino-5-bromothiazole-4-carbonitrile

CAS No. 944804-79-9

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