N-Benzyl-2-chloro-9-isopropyl-9H-purin-6-amine

Name: N-Benzyl-2-chloro-9-isopropyl-9H-purin-6-amine
Brand: ChemScene
Availability: InStock
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CAS No. 186692-41-1
Cat. No. CS-M0067
Purity≥98%
MDL No.MFCD00674111

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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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N-Benzyl-2-chloro-9-isopropyl-9H-purin-6-amine|CS-M0067

Structure of 186692-41-1

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Description

N-Benzyl-2-chloro-9-isopropyl-9H-purin-6-amine features a purine core functionalized with a chloro group at C2 and an isopropyl substituent at C9, enhancing solubility and metabolic stability. The N-benzyl moiety imparts favorable π-stacking interactions and improved lipophilicity for target engagement in kinase inhibition studies. This compound serves as a key scaffold in the development of ATP-competitive inhibitors.

Application

N-Benzyl-2-chloro-9-isopropyl-9H-purin-6-amine serves as a versatile purine scaffold for medicinal chemistry applications, enabling direct functionalization at the 6-position via nucleophilic substitution. The 2-chloro group exhibits high reactivity under mild conditions, facilitating efficient coupling with diverse amines and heterocycles. Bench-stable and easily purified by flash chromatography, it functions as a key building block in the synthesis of kinase inhibitors and other purine-based bioactive molecules.

General Information

CAS No. 186692-41-1
Cat. No. CS-M0067
Purity ≥98%
MDL No. MFCD00674111
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₆ClN₅
Molecular Weight 301.77
Synonym(s) 6-benzylamino-2-chloro-9-isopropylpurine
SMILES ClC1=NC(NCC2=CC=CC=C2)=C3C(N(C(C)C)C=N3)=N1

Computational Chemistry Data

TPSA 55.63
LogP 3.6727
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 4

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P361-P405-P501

Quality Control

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Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Purine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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N-Benzyl-2-chloro-9-isopropyl-9H-purin-6-amine

CAS No. 186692-41-1

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