5H-Pyrrolo[3,2-d]pyrimidine

Name: 5H-Pyrrolo[3,2-d]pyrimidine
Brand: ChemScene
Availability: InStock
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CAS No. 272-50-4
Cat. No. CS-W022388
Purity≥97%
MDL No.MFCD09834826

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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 272-50-4

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General Information

CAS No. 272-50-4
Cat. No. CS-W022388
Purity ≥97%
MDL No. MFCD09834826
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅N₃
Molecular Weight 119.12
Synonym(s) 5H-Pyrrolo[3,2-d]pyrimidin
SMILES N1=CN=CC2=C1C=C[NH]2

Description

5H-Pyrrolo[3,2-d]pyrimidine serves as a core heterocyclic scaffold in medicinal chemistry, offering a rigid, electron-rich platform for drug discovery. This planar, fused tricyclic system integrates seamlessly into kinase inhibitors and nucleoside analogs, enabling strong π-stacking interactions and enhanced binding affinity in target proteins.

Application

5H-Pyrrolo[3,2-d]pyrimidine serves as a privileged heterocyclic scaffold in medicinal chemistry, enabling the construction of biologically active molecules through straightforward functionalization at C5 and C7 positions. Its inherent stability and compatibility with standard coupling reactions facilitate efficient synthesis of kinase inhibitors and nucleoside analogs. The core structure functions as a versatile building block in target-oriented synthesis, offering predictable reactivity and favorable handling characteristics for bench-scale applications.

Synthesis

Route1
- In-stock
  
  63200-54-4
- ~0%
- In-stock
  
  1119280-66-8
- In-stock
  
  272-50-4
References
- CYTOPIA RESEARCH PTY LTD Patent: WO2009/62258 A1, 2009 ; Location in patent: Page/Page column 99 ; WO 2009/062258 A1
Route2
- 118721-30-5
- ~81%
- In-stock
  
  272-50-4
References
- Ektova, L. V.; Preobrazhenskaya, M. N. Pharmaceutical Chemistry Journal, 1988 , vol. 22, # 7 p. 572 - 574 Khimiko-Farmatsevticheskii Zhurnal, 1988 , vol. 22, # 7 p. 860 - 863
Route3
- In-stock
  
  290-87-9
- In-stock
  
  5930-94-9
- ~67%
- In-stock
  
  272-50-4
References
- De Rosa, Michael; Arnold, David; Hartline, Douglas Journal of Organic Chemistry, 2013 , vol. 78, # 17 p. 8614 - 8623

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 41.57
LogP 0.9579
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

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5H-Pyrrolo[3,2-d]pyrimidine

CAS No. 272-50-4

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