Menadione

Menadione
Names
	Preferred IUPAC name 2-Methylnaphthalene-1,4-dione
	Other names Menaphthone; Vitamin K3; β-Methyl-1,4-naphthoquinone; 2-Methyl-1,4-naphthodione; 2-Methyl-1,4-naphthoquinone
Identifiers
CAS Number	58-27-5 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:28869 ;
ChEMBL	ChEMBL590 ;
ChemSpider	3915 ;
DrugBank	DB00170 ;
ECHA InfoCard	100.000.338
KEGG	D02335 ;
PubChem CID	4055;
UNII	723JX6CXY5 ;
CompTox Dashboard (EPA)	DTXSID4021715 ;
	InChI InChI=1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3 Key: MJVAVZPDRWSRRC-UHFFFAOYSA-N ; InChI=1/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3 Key: MJVAVZPDRWSRRC-UHFFFAOYAY;
	SMILES O=C\2c1c(cccc1)C(=O)/C(=C/2)C;
Properties
Chemical formula	C11H8O2
Molar mass	172.183 g·mol−1
Appearance	Bright yellow crystals
Density	1.225g/cm3
Melting point	105 to 107 °C (221 to 225 °F; 378 to 380 K)
Solubility in water	Insoluble
Pharmacology
ATC code	B02BA02 (WHO)
Pregnancy; category	Contraindicated (India);
Routes of; administration	Oral; Intravenous; Intramuscular;
Legal status	Generally Rx or withdrawn for human use; approved in animal feed;
Hazards
Flash point	113.8 °C (236.8 °F; 386.9 K)
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	0.5 g/kg (oral, mouse)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Menadione is a natural organic compound with the formula C₆H₄(CO)₂C₂H(CH₃). It is an analog of 1,4-naphthoquinone with a methyl group in the 2-position. It is sometimes called vitamin K₃. Use is allowed as a nutritional supplement in animal feed because of its vitamin K activity.

Names


Preferred IUPAC name 2-Methylnaphthalene-1,4-dione
Other names Menaphthone; Vitamin K₃; β-Methyl-1,4-naphthoquinone; 2-Methyl-1,4-naphthodione; 2-Methyl-1,4-naphthoquinone
Identifiers
CAS Number	58-27-5^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:28869^N
ChEMBL	ChEMBL590^Y
ChemSpider	3915^Y
DrugBank	DB00170^N
ECHA InfoCard	100.000.338
KEGG	D02335^Y
PubChem CID	4055
UNII	723JX6CXY5^Y
CompTox Dashboard (EPA)	DTXSID4021715
InChI InChI=1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3^Y Key: MJVAVZPDRWSRRC-UHFFFAOYSA-N^Y InChI=1/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3 Key: MJVAVZPDRWSRRC-UHFFFAOYAY
SMILES O=C\2c1c(cccc1)C(=O)/C(=C/2)C
Properties
Chemical formula	C₁₁H₈O₂
Molar mass	172.183 g·mol⁻¹
Appearance	Bright yellow crystals
Density	1.225g/cm3
Melting point	105 to 107 °C (221 to 225 °F; 378 to 380 K)
Solubility in water	Insoluble
Pharmacology
ATC code	B02BA02 (WHO)
Pregnancy category	Contraindicated (India)
Routes of administration	Oral Intravenous Intramuscular
Legal status	Generally Rx or withdrawn for human use; approved in animal feed
Hazards
Flash point	113.8 °C (236.8 °F; 386.9 K)
Lethal dose or concentration (LD, LC):
LD₅₀ (median dose)	0.5 g/kg (oral, mouse)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references