4-Chloro-9H-pyrimido[4,5-b]indole

Name: 4-Chloro-9H-pyrimido[4,5-b]indole
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 5719-08-4
Cat. No. CS-0186995
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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4-Chloro-9H-pyrimido[4,5-b]indole|CS-0186995

Structure of 5719-08-4

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General Information

CAS No. 5719-08-4
Cat. No. CS-0186995
Purity ≥97%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₆ClN₃
Molecular Weight 203.63
Synonym(s) 4-chloro-1H-pyrimido[4,5-b]indole
SMILES ClC1=C2C(NC3=C2C=CC=C3)=NC=N1

Description

4-Chloro-9H-pyrimido[4,5-b]indole features a fused pyrimidine-indole core with a chlorine atom at the 4-position, delivering enhanced electron-withdrawing character. This scaffold integrates readily into pharmaceutical and agrochemical frameworks, offering high stability under standard conditions and compatibility with diverse synthetic transformations.

Application

4-Chloro-9H-pyrimido[4,5-b]indole serves as a versatile building block for heterocyclic synthesis, enabling efficient construction of fused pyrimidine-indole scaffolds. Its chlorine substituent facilitates nucleophilic substitution and transition-metal-catalyzed coupling reactions, offering reliable access to diverse analogs. The compound exhibits good bench stability and compatibility with common functional groups, supporting straightforward purification and integration into medicinal chemistry campaigns.

Synthesis

Route1
- 5719-50-6
- ~24%
- In-stock
  
  5719-08-4
References
- GLAXOSMITHKLINE LLC; HAMMOND, Marlys; ZHAO, Yongdong Patent: WO2011/56739 A1, 2011 ; Location in patent: Page/Page column 27 ;
Route2
- 88-73-3
- ~%
- In-stock
  
  5719-08-4
References
- Tichy, Michal; Pohl, Radek; Hocek, Michal; Xu, Hao Ying; Chen, Yen-Liang; Yokokawa, Fumiaki; Shi, Pei-Yong Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 20 p. 6123 - 6133,11
Route3
- 113772-14-8
- ~%
- In-stock
  
  5719-08-4
References
- GLAXOSMITHKLINE LLC; HAMMOND, Marlys; ZHAO, Yongdong Patent: WO2011/56739 A1, 2011 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 41.57
LogP 2.7645
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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4-Chloro-9H-pyrimido[4,5-b]indole

CAS No. 5719-08-4

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