5-[(2-Chloroethyl)(2-hydroxyethyl)amino]-1-methyl-1H-benzimidazole-2-butanoic acid | CAS No. 109882-27-1

5-[(2-Chloroethyl)(2-hydroxyethyl)amino]-1-methyl-1H-benzimidazole-2-butanoic acid

Basic Information

CAS Number

109882-27-1

Molecular Formula

C16H22ClN3O3

Molecular Weight

339.82 g/mol

AD

Basic Physical Properties

CN1C2=C(C=C(C=C2)N(CCO)CCCl)N=C1CCCC(=O)O

InChI

InChI=1S/C16H22ClN3O3/c1-19-14-6-5-12(20(8-7-17)9-10-21)11-13(14)18-15(19)3-2-4-16(22)23/h5-6,11,21H,2-4,7-10H2,1H3,(H,22,23)

InChIKey

PFTRYOMJJKBZKV-UHFFFAOYSA-N

LogP

2.0180999999999996

Topological Polar Surface Area

78.59 Ų

Hydrogen Bond Donor/Acceptor

2 / 6

Complexity

386

Synonyms & References

English

  • Hydroxy BendamustineDiscontinued
  • Hydroxy Bendamustine
  • 4-{5-[(2-Chloroethyl)(2-hydroxyethyl)amino]-1-methyl-1H-benzimida zol-2-yl}butanoic acid
  • 4-(5-((2-chloroethyl)(2-hydroxyethyl)amino)-1-methyl-1H-benzo[d]imidazol-2-yl)butanoic acid
  • SCHEMBL226988
  • EP861GFN77
  • UNII-EP861GFN77
  • Bendamustine Impurity A
  • 4-[5-[2-chloroethyl(2-hydroxyethyl)amino]-1-methylbenzimidazol-2-yl]butanoic acid
  • 4-(5-((2-Chloroethyl)(2-hydroxyethyl)amino)-1-methyl-1H-benzo[d]imidazol-2-yl)butanoic acid
  • 109882-27-1
  • 5-[(2-CHLOROETHYL)(2-HYDROXYETHYL)AMINO]-1-METHYL-1H-BENZIMIDAZOLE-2-BUTANOIC ACID
  • 4-(5-((2-Chloroethyl)(2-hydroxyethyl)amino)-1-methyl-1H-benzimidazol-2-yl)butanoic acid
  • 1H-Benzimidazole-2-butanoic acid, 5-((2-chloroethyl)(2-hydroxyethyl)amino)-1-methyl-
  • DB-229280
  • 5-((2-Chloroethyl)(2-hydroxyethyl)amino)-1-methyl-1H-benzimidazole-2-butanoic acid
  • DES(2-chloroethyl)-(2-hydroxyethyl) bendamustine
  • Hydroxy bendamustine

MDL Number

MFCD21363464

FAQ

What are the physical and chemical properties of 5-[(2-Chloroethyl)(2-hydroxyethyl)amino]-1-methyl-1H-benzimidazole-2-butanoic acid (CAS: 109882-27-1)?

The compound has a crystalline form with a molecular weight of approximately 437.86 g/mol. It has low solubility in water and moderate solubility in organic solvents. Chemically, it is stable under normal conditions but reacts with strong bases to form corresponding salts. It is slightly basic in nature and can undergo substitution reactions.

How is 5-[(2-Chloroethyl)(2-hydroxyethyl)amino]-1-methyl-1H-benzimidazole-2-butanoic acid (CAS: 109882-27-1) typically synthesized?

The compound is synthesized via a multi-step process starting with benzimidazole, followed by the introduction of the 5-amino group, and then the introduction of the 2-(2-chloroethyl) and 2-(2-hydroxyethyl) groups. Common reagents include chloroethyl bromide and 2-hydroxyethylamine, with the use of appropriate bases and solvents to ensure selectivity and high yield.

What industries use 5-[(2-Chloroethyl)(2-hydroxyethyl)amino]-1-methyl-1H-benzimidazole-2-butanoic acid (CAS: 109882-27-1)?

This compound is used in the pharmaceutical industry for its potential as an antimicrobial agent. It is also explored in sensor technology for its ability to detect specific analytes and in polymer science for its use in developing novel materials with specific properties.

What precautions should be taken when handling 5-[(2-Chloroethyl)(2-hydroxyethyl)amino]-1-methyl-1H-benzimidazole-2-butanoic acid (CAS: 109882-27-1)?

Proper personal protective equipment (PPE) is required, including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or fume hood to prevent inhalation. Spills should be cleaned up carefully using appropriate absorbents, and the material safety data sheet (MSDS) should be consulted for detailed instructions. Avoid contact with skin and eyes, and ensure proper disposal of waste according to local regulations.

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