2-Amino-5,6-dihydrobenzo[d]thiazol-7(4H)-one

Name: 2-Amino-5,6-dihydrobenzo[d]thiazol-7(4H)-one
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 17583-10-7
Cat. No. CS-0043801
Molecule weight168.22
Purity≥97%
MDL No.MFCD00460519

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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+
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2-Amino-5,6-dihydrobenzo[d]thiazol-7(4H)-one|CS-0043801

Structure of 17583-10-7

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General Information

CAS No. 17583-10-7
Cat. No. CS-0043801
Purity ≥97%
MDL No. MFCD00460519
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈N₂OS
Molecular Weight 168.22
Synonym(s) 2-Amino-5,6-dihydro-4H-benzothiazol-7-one
SMILES NC1=NC2=C(S1)C(=O)CCC2

Description

2-Amino-5,6-dihydrobenzo[d]thiazol-7(4H)-one delivers a functionalized heterocyclic scaffold with enhanced solubility and stability under standard conditions. This electron-rich core integrates readily into synthetic sequences, enabling efficient access to bioactive thiazole derivatives through straightforward derivatization.

Application

2-Amino-5,6-dihydrobenzo[d]thiazol-7(4H)-one serves as a versatile scaffold for the synthesis of biologically active heterocycles, leveraging its amino and carbonyl functionalities for downstream derivatization. The compound exhibits bench stability and facilitates efficient functionalization via nucleophilic substitution or condensation reactions, making it valuable in medicinal chemistry campaigns targeting kinase inhibitors and antimicrobial agents. Its well-defined reactivity profile supports straightforward purification and integration into multi-step synthetic sequences.

Synthesis

Route1
- In-stock
  
  60060-44-8
- 17356-08-0
- ~78%
- In-stock
  
  17583-10-7
References
- McIntyre, Neil A.; McInnes, Campbell; Griffiths, Gary; Barnett, Anna L.; Kontopidis, George; Slawin, Alexandra M. Z.; Jackson, Wayne; Thomas, Mark; Zheleva, Daniella I.; Wang, Shudong; Blake, David G.; Westwood, Nicholas J.; Fischer, Peter M. Journal of Medicinal Chemistry, 2010 , vol. 53, # 5 p. 2136 - 2145
Route2
- In-stock
  
  60060-44-8
- ~%
- In-stock
  
  17583-10-7
References
- US2003/153568 A1, ;
Route3
- 1378834-30-0
- 17356-08-0
- ~%
- In-stock
  
  17583-10-7
References
- US2007/244104 A1, ; Page/Page column 14 ;

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 55.98
LogP 1.2443
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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2-Amino-5,6-dihydrobenzo[d]thiazol-7(4H)-one

CAS No. 17583-10-7

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