1-Methyl-4-nitro-1H-imidazol-5-amine

Name: 1-Methyl-4-nitro-1H-imidazol-5-amine
Brand: ChemScene
Availability: InStock
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CAS No. 4531-54-8
Cat. No. CS-0151159
Purity≥95%
MDL No.MFCD00516996

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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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1-Methyl-4-nitro-1H-imidazol-5-amine|CS-0151159

Structure of 4531-54-8

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General Information

CAS No. 4531-54-8
Cat. No. CS-0151159
Purity ≥95%
MDL No. MFCD00516996
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₆N₄O₂
Molecular Weight 142.12
Synonym(s) None
SMILES CN1C=NC(=C1N)[N+](=O)[O-]

Application

1-Methyl-4-nitro-1H-imidazol-5-amine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to imidazole-based scaffolds through nucleophilic substitution and reduction reactions. Its methyl group enhances solubility and stability, while the nitro and amino functionalities offer orthogonal reactivity for downstream functionalization. The compound exhibits bench stability and facilitates purification via standard chromatographic methods, making it well-suited for medicinal chemistry and process development workflows.

Synthesis

Route1
- 3034-41-1
- ~57%
- In-stock
  
  4531-54-8
References
- Donskaya, Olga V.; Elokhina, Valentina N.; Nakhmanovich, Anatoly S.; Vakul'Skaya, Tamara I.; Larina, Lyudmila I.; Vokin, Aleksandr I.; Albanov, Aleksandr I.; Lopyrev, Valentin A. Tetrahedron Letters, 2002 , vol. 43, # 37 p. 6613 - 6616
Route2
- In-stock
  
  4897-25-0
- ~%
- In-stock
  
  4531-54-8
References
- Balaban Journal of the Chemical Society, 1930 , p. 268,271

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 86.98
LogP -0.0895
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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1-Methyl-4-nitro-1H-imidazol-5-amine

CAS No. 4531-54-8

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