2,4-Dichlorothieno[2,3-d]pyrimidine

Name: 2,4-Dichlorothieno[2,3-d]pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 18740-39-1
Cat. No. CS-W003631
Purity≥98%
MDL No.MFCD09743991

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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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2,4-Dichlorothieno[2,3-d]pyrimidine|CS-W003631

Structure of 18740-39-1

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General Information

CAS No. 18740-39-1
Cat. No. CS-W003631
Purity ≥98%
MDL No. MFCD09743991
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂Cl₂N₂S
Molecular Weight 205.06
Synonym(s) 2,4-Dichlorthieno[2,3-d]pyrimidin
SMILES Clc1nc(Cl)c2c(n1)scc2

Description

2,4-Dichlorothieno[2,3-d]pyrimidine serves as a critical heterocyclic scaffold in medicinal chemistry, featuring a fused thienopyrimidine core with chlorine substituents at electron-rich positions. This configuration imparts enhanced metabolic stability and favorable binding affinity in kinase-targeted drug discovery. The molecule's planar structure and halogenation pattern enable strong π-stacking interactions and efficient incorporation into bioactive compounds.

Application

2,4-Dichlorothieno[2,3-d]pyrimidine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient construction of purine and pyrimidine-based scaffolds. The dichloro substitution pattern facilitates selective cross-coupling reactions and nucleophilic aromatic substitution, offering high functional group tolerance and bench stability. Its well-defined reactivity profile supports streamlined synthesis of kinase inhibitors and other bioactive compounds.

Synthesis

Route1
- In-stock
  
  18740-38-0
- ~84%
- In-stock
  
  18740-39-1
References
- Heffron, Timothy P.; Wei, Binqing; Olivero, Alan; Staben, Steven T.; Tsui, Vickie; Do, Steven; Dotson, Jennafer; Folkes, Adrian J.; Goldsmith, Paul; Goldsmith, Richard; Gunzner, Janet; Lesnick, John; Lewis, Cristina; Mathieu, Simon; Nonomiya, Jim; Shuttleworth, Stephen; Sutherlin, Daniel P.; Wan, Nan Chi; Wang, Shumei; Wiesmann, Christian; Zhu, Bing-Yan Journal of Medicinal Chemistry, 2011 , vol. 54, # 22 p. 7815 - 7833
Route2
- In-stock
  
  4651-81-4
- ~%
- In-stock
  
  18740-39-1
References
- Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, , vol. 266, p. 128 - 130
Route3
- In-stock
  
  4651-82-5
- 503-38-8
- ~19%
- In-stock
  
  18740-39-1
References
- Roecker, Anthony J.; Mercer, Swati P.; Harrell, C. Meacham; Garson, Susan L.; Fox, Steven V.; Gotter, Anthony L.; Prueksaritanont, Thomayant; Cabalu, Tamara D.; Cui, Donghui; Lemaire, Wei; Winrow, Christopher J.; Renger, John J.; Coleman, Paul J. Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 9 p. 2079 - 2085

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H317-H319
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 25.78
LogP 2.9981
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

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2,4-Dichlorothieno[2,3-d]pyrimidine

CAS No. 18740-39-1

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