2-Methylnaphthalene-1,4-diamine

Source: Wikipedia, the free encyclopedia.
2-Methylnaphthalene-1,4-diamine
Names
Preferred IUPAC name
2-Methylnaphthalene-1,4-diamine
Identifiers
3D model (
JSmol
)
ChemSpider
UNII
  • InChI=1S/C11H12N2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,12-13H2,1H3
    Key: BCKLPBBBFNWJHH-UHFFFAOYSA-N
  • CC1=C(C2=CC=CC=C2C(=C1)N)N
Properties
C11H12N2
Molar mass 172.231 g·mol−1
Appearance yellowish crystals[1]
Melting point 110-113 °C[3][1]
dihydrochloride is freely soluble[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2-Methylnaphthalene-1,4-diamine is a synthetic menadione analog with vitamin K activity.[3][2]

2-Methylnaphthalene-1,4-diamine was first synthesized in 1925.

dihydrochloride salt (C11H14Cl2N2) with hydrochloric acid and one of the aforementioned research groups suggested the name vitamin K6 for the salt.[3]

2-Methylnaphthalene-1,4-diamine and its dihydrochloride can be made from

2-methylnaphthalene or its close analogs. Dihydrochloride blackens without melting at about 300 °C.[3]

4-Amino-3-methyl-1-naphthol or its dihydrochloride have not been used as commercial medicinal forms of vitamin K unlike

phylloquinone and menadione for example.[6]

Oral toxicity of dihydrochloride for rats is approximately the same as for 4-amino-2-methyl-1-naphthol hydrochloride.[3]

References