2-Amino-5-methyl-1,3,4-thiadiazole

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

CAS No. 108-33-8
Cat. No. CS-0076370
Purity≥98%
MDL No.None

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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-5-methyl-1,3,4-thiadiazole|CS-0076370

Structure of 108-33-8

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General Information

CAS No. 108-33-8
Cat. No. CS-0076370
Purity ≥98%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃H₅N₃S
Molecular Weight 115.16
Synonym(s) 5-Methyl-1,3,4-thiadiazol-2-ylamine; 2-Amino-5-methyl-1,3,4-thiadiazole
SMILES NC1=NN=C(C)S1

Description

2-Amino-5-methyl-1,3,4-thiadiazole features a fused heterocyclic core with complementary amine and methyl groups, enabling direct integration into bioactive scaffolds. The electron-rich thiadiazole ring supports robust coupling reactions under standard conditions, while the amino functionality facilitates derivatization for medicinal chemistry applications.

Application

2-Amino-5-methyl-1,3,4-thiadiazole serves as a versatile heterocyclic building block in medicinal chemistry and materials science. Its amino and methyl groups enable diverse functionalization, while the thiadiazole core provides enhanced metabolic stability and favorable electronic properties. The compound exhibits good bench stability, facilitates efficient coupling reactions, and functions effectively in the synthesis of bioactive scaffolds and advanced polymers.

Synthesis

Route1
- 64-19-7
- In-stock
  
  79-19-6
- ~91%
- In-stock
  
  108-33-8
References
- Tsuji, Tadakazu; Takenaka, Keiko Bulletin of the Chemical Society of Japan, 1982 , vol. 55, # 2 p. 637 - 638
Route2
- In-stock
  
  79-19-6
- 75-36-5
- ~23%
- In-stock
  
  108-33-8
References
- Schuettelkopf, Alexander W.; Gros, Ludovic; Blair, David E.; Frearson, Julie A.; Van Aalten, Daan M.F.; Gilbert, Ian H. Bioorganic and Medicinal Chemistry, 2010 , vol. 18, # 23 p. 8334 - 8340
Route3
- 25835-31-8
- ~%
- In-stock
  
  7271-44-5
- In-stock
  
  108-33-8
References
- Journal of the American Chemical Society, , vol. 78, p. 1973

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-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 51.8
LogP 0.42872
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Thiadiazole compounds

Key Words

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2-Amino-5-methyl-1,3,4-thiadiazole

CAS No. 108-33-8

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