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186090

Sigma-Aldrich

1-Methylhomopiperazine

97%

Synonym(s):

Hexahydro-1-methyl-1H-1,4-diazepine

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About This Item

Empirical Formula (Hill Notation):
C6H14N2
CAS Number:
4318-37-0
Molecular Weight:
114.19
MDL number:
MFCD00059810
UNSPSC Code:
12352100
PubChem Substance ID:
24851201
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.477 (lit.)

bp

74-75 °C/35 mmHg (lit.)

density

0.918 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

CN1CCCNCC1

InChI

1S/C6H14N2/c1-8-5-2-3-7-4-6-8/h7H,2-6H2,1H3

InChI key

FXHRAKUEZPSMLJ-UHFFFAOYSA-N

Related Categories

General description

1-Methylhomopiperazine undergoes coupling reaction with a series of diazonium salts to afford the 4-methyl-1-[2-aryl-1-diazenyl]-1,4-diazepanes.

Application

1-Methylhomopiperazine was used in the synthesis of:
  • novel benzimidazole derivatives having pharmacological activities
  • platinum(II) substituted disulfide complexes

Signal Word

Danger

Hazard Statements

H226,H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Flam. Liq. 3 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

113.0 °F - closed cup

Flash Point(C)

45 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Synthesis and characterization of a series of 4-methyl-1-[2-aryl-1-diazenyl]-1, 4-diazepanes and 1, 4-di-[2-aryl-1-diazenyl]-1, 4-diazepanes.
Moser SL and Vaughan K.
Canadian Journal of Chemistry, 82(!2), 1725-1735 (2004)
H Nakano et al.
Bioorganic & medicinal chemistry, 8(2), 373-380 (2000-03-18)
Novel benzimidazole derivatives were synthesized and their pharmacological activities were examined. These compounds showed a good suppressive action on histamine release from rat peritoneal mast cells produced by antigen-antibody reaction, an antagonistic action on guinea pig ileum contraction caused by
Homopiperazine platinum (II) complexes containing substituted disulfide groups: crystal structure of [Pt II(homopiperazine)(diphenylsulfide) Cl] NO3.
Ali MS, et al.
Polyhedron, 21(1), 125-131 (2002)
Son T Nguyen et al.
Bioorganic & medicinal chemistry, 23(9), 2024-2034 (2015-03-31)
Recently we described a novel pyranopyridine inhibitor (MBX2319) of RND-type efflux pumps of the Enterobacteriaceae. MBX2319 (3,3-dimethyl-5-cyano-8-morpholino-6-(phenethylthio)-3,4-dihydro-1H-pyrano[3,4-c]pyridine) is structurally distinct from other known Gram-negative efflux pump inhibitors (EPIs), such as 1-(1-naphthylmethyl)-piperazine (NMP), phenylalanylarginine-β-naphthylamide (PAβN), D13-9001, and the pyridopyrimidine derivatives. Here

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