2-Amino-5-fluorobenzothiazole

Name: 2-Amino-5-fluorobenzothiazole
Brand: ChemScene
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CAS No. 20358-07-0
Cat. No. CS-W014376
Purity≥95%
MDL No.MFCD05664560

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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+
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2-Amino-5-fluorobenzothiazole|CS-W014376

Structure of 20358-07-0

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General Information

CAS No. 20358-07-0
Cat. No. CS-W014376
Purity ≥95%
MDL No. MFCD05664560
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅FN₂S
Molecular Weight 168.19
Synonym(s) 2-Benzothiazolamine, 5-fluoro-
SMILES NC1=NC2=CC(F)=CC=C2S1

Description

2-Amino-5-fluorobenzothiazole features a fluorinated benzothiazole core with an amino group at the 2-position, delivering enhanced electronic properties and stability. This scaffold integrates readily into bioactive molecules, serving as a key building block in medicinal chemistry for developing kinase inhibitors and fluorescent probes.

Application

2-Amino-5-fluorobenzothiazole serves as a versatile building block for heterocyclic synthesis, enabling efficient access to biologically relevant scaffolds. Its amino and fluorine substituents offer orthogonal reactivity for downstream functionalization, while the benzothiazole core provides enhanced metabolic stability and π-stacking potential. The compound exhibits excellent bench stability and facilitates coupling reactions under mild conditions, making it well-suited for medicinal chemistry and process-scale applications.

Synthesis

Route1
- 458-05-9
- ~62%
- In-stock
  
  20358-07-0
References
- Wang, Min; Gao, Mingzhang; Mock, Bruce H.; Miller, Kathy D.; Sledge, George W.; Hutchins, Gary D.; Zheng, Qi-Huang Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 24 p. 8599 - 8607
Route2
- 372-19-0
- 1147550-11-5
- ~%
- In-stock
  
  20358-07-0
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 9 p. 3044 - 3049
Route3
- 458-05-9
- ~67%
- In-stock
  
  20358-07-0
- 20358-08-1
References
- Schnur, Rodney C.; Fliri, Anton F. J.; Kajiji, Shama; Pollack, Vincent A. Journal of Medicinal Chemistry, 1991 , vol. 34, # 3 p. 914 - 918

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 38.91
LogP 2.0176
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiazole compounds

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2-Amino-5-fluorobenzothiazole

CAS No. 20358-07-0

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