| Names | |
|---|---|
| Preferred IUPAC name 2-Methylnaphthalene-1,4-diamine | |
| Identifiers | |
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3D model (JSmol) | |
| ChemSpider | |
| UNII | |
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| 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 theirstandard state (at 25 °C [77 °F], 100 kPa). | |
2-Methylnaphthalene-1,4-diamine is a syntheticmenadioneanalog withvitamin K activity.[3][2]
2-Methylnaphthalene-1,4-diamine was first synthesized in 1925.[1][3] In 1942 two different research groups noted the vitamin K activity of the compound.[3][4][5] It forms adihydrochloride salt (C11H14Cl2N2) withhydrochloric acid and one of the aforementioned research groups suggested the namevitamin K6 for the salt.[3]
2-Methylnaphthalene-1,4-diamine and its dihydrochloride can be made from2-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 unlikephylloquinone and menadione for example.[6]
Oral toxicity of dihydrochloride for rats is approximately the same as for4-amino-2-methyl-1-naphthol hydrochloride.[3]