2-Chloro-5-phenyl-1,3,4-thiadiazole

Name: 2-Chloro-5-phenyl-1,3,4-thiadiazole
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 13373-11-0
Cat. No. CS-0198697
Molecule weight196.66
Purity≥97%
MDL No.MFCD01109216

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Chloro-5-phenyl-1,3,4-thiadiazole|CS-0198697

Structure of 13373-11-0

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General Information

CAS No. 13373-11-0
Cat. No. CS-0198697
Purity ≥97%
MDL No. MFCD01109216
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅ClN₂S
Molecular Weight 196.66
Synonym(s) 2-Phenyl-5-chlor-1,3,4-thiadiazol
SMILES ClC1=NN=C(C2=CC=CC=C2)S1

Description

2-Chloro-5-phenyl-1,3,4-thiadiazole features a fused heterocyclic core with orthogonal electron-withdrawing chlorine and phenyl substituents, enhancing its utility in medicinal chemistry. The thiadiazole scaffold provides metabolic stability and facilitates π-stacking interactions in target binding. This compound serves as a key building block for bioactive molecules, particularly in the development of kinase inhibitors and antimicrobial agents.

Application

2-Chloro-5-phenyl-1,3,4-thiadiazole serves as a versatile building block in heterocyclic synthesis, enabling efficient construction of bioactive scaffolds. Its chloro group facilitates nucleophilic substitution and transition-metal-catalyzed coupling reactions, while the phenyl substituent enhances structural rigidity and π-stacking potential. The molecule exhibits excellent bench stability and compatibility with standard purification protocols, making it well-suited for iterative synthetic campaigns in medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  2002-03-1
- ~86%
- In-stock
  
  13373-11-0
References
- Shen, Hong C.; Ding, Fa-Xiang; Colletti, Steven L. Organic Letters, 2006 , vol. 8, # 7 p. 1447 - 1450
Route2
- 1627-73-2
- ~%
- In-stock
  
  13373-11-0
References
- Foroumadi; Tabatabai; Gitinezhad; Zarrindast; Shafiee Pharmacy and Pharmacology Communications, 2000 , vol. 6, # 1 p. 31 - 33
Route3
- 463-71-8
- 18039-42-4
- ~%
- In-stock
  
  13373-11-0
References
- Gulf Research and Development Company Patent: US3959301 A1, 1976 ;

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 25.78
LogP 2.8585
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Thiadiazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Chloro-5-phenyl-1,3,4-thiadiazole

CAS No. 13373-11-0

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