Thieno[2,3-d]pyrimidine

Name: Thieno[2,3-d]pyrimidine
Brand: ChemScene
Availability: InStock
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CAS No. 272-24-2
Cat. No. CS-0103332
Purity≥97%
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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Structure of 272-24-2

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General Information

CAS No. 272-24-2
Cat. No. CS-0103332
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄N₂S
Molecular Weight 136.17
Synonym(s) Thieno[2,3-d]pyrimidine (8CI,9CI)
SMILES C12=NC=NC=C1C=CS2

Description

Thieno[2,3-d]pyrimidine delivers a rigid, electron-rich heterocyclic scaffold ideal for constructing bioactive molecules. This fused system combines thiophene’s planarity with pyrimidine’s hydrogen-bonding capacity, enhancing π-stacking and target affinity in kinase inhibitors and antiviral agents.

Application

Thieno[2,3-d]pyrimidine serves as a privileged heterocyclic scaffold in medicinal chemistry, offering enhanced metabolic stability and π-stacking capability. Its fused thienopyrimidine core enables efficient transition metal-catalyzed coupling reactions, facilitates modular derivatization at multiple positions, and supports robust functional group tolerance—making it a versatile building block for kinase inhibitors and other bioactive molecules.

Synthesis

Route1
- 111079-22-2
- ~96%
- In-stock
  
  272-24-2
References
- Sakamoto, Takao; Kondo, Yoshinori; Watanabe, Ryo; Yamanaka, Hiroshi Chemical & Pharmaceutical Bulletin, 1986 , vol. 34, # 7 p. 2719 - 2724
Route2
- In-stock
  
  14080-59-2
- ~%
- In-stock
  
  272-24-2
References
- Robba,M. et al. Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1968 , vol. 266, p. 128 - 130

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 25.78
LogP 1.6913
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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Thieno[2,3-d]pyrimidine

CAS No. 272-24-2

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