2-Amino-1-isopropylbenzimidazole

Name: 2-Amino-1-isopropylbenzimidazole
Brand: ChemScene
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CAS No. 90871-47-9
Cat. No. CS-0154199
Purity≥97%
MDL No.MFCD00159972

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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+
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2-Amino-1-isopropylbenzimidazole|CS-0154199

Structure of 90871-47-9

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General Information

CAS No. 90871-47-9
Cat. No. CS-0154199
Purity ≥97%
MDL No. MFCD00159972
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₃N₃
Molecular Weight 175.23
Synonym(s) 1-isopropyl-1H-benzo[d]imidazol-2-amine
SMILES CC(N1C2=CC=CC=C2N=C1N)C

Description

2-Amino-1-isopropylbenzimidazole features a benzimidazole core with an amino group at the 2-position and a sterically hindered isopropyl substituent at the 1-position, enhancing solubility and metabolic stability. This scaffold integrates readily into bioactive molecules, serving as a key pharmacophore in kinase inhibitors and fluorescent probes.

Application

2-Amino-1-isopropylbenzimidazole serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted benzimidazoles via standard coupling and functionalization protocols. Its ortho-amino group facilitates electrophilic substitution and transition metal-catalyzed transformations, while the isopropyl substituent enhances metabolic stability and modulates lipophilicity. The compound exhibits good bench stability and is readily purified by crystallization or chromatography, supporting its use in scalable API intermediate development.

Synthesis

Route1
- 75-30-9
- In-stock
  
  934-32-7
- ~48%
- In-stock
  
  90871-47-9
References
- Di Braccio, Mario; Grossi, Giancarlo; Signorello, Maria Grazia; Leoncini, Giuliana; Cichero, Elena; Fossa, Paola; Alfei, Silvana; Damonte, Gianluca European Journal of Medicinal Chemistry, 2013 , vol. 62, p. 564 - 578

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

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Computational Chemistry Data

TPSA 43.84
LogP 2.1994
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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2-Amino-1-isopropylbenzimidazole

CAS No. 90871-47-9

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