Menadiol

Menadiol
Skeletal formula of menadiol	Ball-and-stick model of menadiol
Nama
	Nama IUPAC (preferensi) 2-Metilnaftalena-1,4-diol
	Nama lain 2-Metil-1,4-naftalenadiol; 2-Metil-1,4-dihidroksinaftalena
Penanda
Nomor CAS	481-85-6;
Model 3D (JSmol)	Gambar interaktif;
3DMet	{{{3DMet}}}
ChemSpider	9794;
Nomor EC
PubChem CID	10209;
Nomor RTECS	{{{value}}}
UNII	VQ093653DO;
CompTox Dashboard (EPA)	DTXSID5023247 ;
	InChI InChI=1S/C11H10O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6,12-13H,1H3;
	SMILES Oc2c1ccccc1c(O)c(c2)C;
Sifat
Rumus kimia	C11H10O2
Massa molar	174,20 g·mol−1
	Kecuali dinyatakan lain, data di atas berlaku pada suhu dan tekanan standar (25 °C [77 °F], 100 kPa).
	Referensi

Menadiol adalah senyawa organik dengan rumus C₆H₄(COH)₂(CH)(CH₃). Secara formal, senyawa ini merupakan turunan dari p-hidrokuinon. Nama vitamin K₄ dapat merujuk pada:

khususnya senyawa ini,^[1]^[2]
berbagai esternya, misalnya
- menadiol diasetat (asetomenafton),^[3]^[4]
- menadiol dibutirat,^[4]
- menadiol dimalonat, atau^[2]
berbagai garamnya seperti
- menadiol natrium difosfat (Kappadiona)^[2]^[4]^[5]
- menadiol natrium disulfat.^[4]

Menadiol natrium difosfat disetujui di Britania Raya untuk pengobatan dan pencegahan perdarahan, terutama pada jaundis obstruktif (sebelum dan setelah operasi).^[6]

Menadiol kemungkinan diproduksi secara alami melalui reduksi menadion ("vitamin K₃") sebagai zat antara dalam konversi dari K₃ menjadi MK-4.^[7] Menadiol dapat dioksidasi kembali menjadi menadion dalam kondisi percobaan.^[8]

Inti menadiol tampak dalam struktur vitamin K.
Menadiol diasetat
Menadiol dibutirat

Referensi

^ Fiore LD, et al. (2001). "Anaphylactoid reactions to vitamin K". Journal of Thrombosis and Thrombolysis. 11 (2): 175–183. doi:10.1023/A:1011237019082. ISSN 0929-5305. PMID 11406734.
^ ^a ^b ^c Sebrell WH, et al. (1971). The vitamins; chemistry, physiology, pathology, methods (edisi ke-2nd). Academic Press. hlm. 443. ISBN 9780126337631.
^ "Vitamin K2 added for nutritional purposes in foods for particular nutritional uses, food supplements and foods intended for the general population and Vitamin K2 as a source of vitamin K added for nutritional purposes to foodstuffs, in the context of Regulation (EC) N° 258/97". EFSA Journal. 6 (11): 822. 2008. doi:10.2903/j.efsa.2008.822  . ISSN 1831-4732.
^ ^a ^b ^c ^d Oketch-Rabah HA, Roe AL, Marles RJ (2017). "US Pharmacopeial Convention safety evaluation of menaquinone-7, a form of vitamin K". Nutrition Reviews. 75 (7): 553–578. doi:10.1093/nutrit/nux022. ISSN 0029-6643. PMID 28838081.
^ "Kappadione". go.drugbank.com.
^ "Menadiol Diphosphate Tablets 10mg - Summary of Product Characteristics (SmPC) - (emc)". www.medicines.org.uk.
^ Shearer, Martin J.; Newman, Paul (March 2014). "Recent trends in the metabolism and cell biology of vitamin K with special reference to vitamin K cycling and MK-4 biosynthesis". Journal of Lipid Research. 55 (3): 345–362. doi:10.1194/jlr.R045559  . ISSN 0022-2275. PMC 3934721  . PMID 24489112.
^ Weber, Fritz; Rüttimann, August (2012). "Vitamin K". Ullmann's Encyclopedia Of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.o27_o08.

[1] Fiore LD, et al. (2001). "Anaphylactoid reactions to vitamin K". Journal of Thrombosis and Thrombolysis. 11 (2): 175–183. doi:10.1023/A:1011237019082. ISSN 0929-5305. PMID 11406734.

[:0-2] Sebrell WH, et al. (1971). The vitamins; chemistry, physiology, pathology, methods (edisi ke-2nd). Academic Press. hlm. 443. ISBN 9780126337631.

[3] "Vitamin K2 added for nutritional purposes in foods for particular nutritional uses, food supplements and foods intended for the general population and Vitamin K2 as a source of vitamin K added for nutritional purposes to foodstuffs, in the context of Regulation (EC) N° 258/97". EFSA Journal. 6 (11): 822. 2008. doi:10.2903/j.efsa.2008.822  . ISSN 1831-4732.

[:1-4] Oketch-Rabah HA, Roe AL, Marles RJ (2017). "US Pharmacopeial Convention safety evaluation of menaquinone-7, a form of vitamin K". Nutrition Reviews. 75 (7): 553–578. doi:10.1093/nutrit/nux022. ISSN 0029-6643. PMID 28838081.

[5] "Kappadione". go.drugbank.com.

[6] "Menadiol Diphosphate Tablets 10mg - Summary of Product Characteristics (SmPC) - (emc)". www.medicines.org.uk.

[7] Shearer, Martin J.; Newman, Paul (March 2014). "Recent trends in the metabolism and cell biology of vitamin K with special reference to vitamin K cycling and MK-4 biosynthesis". Journal of Lipid Research. 55 (3): 345–362. doi:10.1194/jlr.R045559  . ISSN 0022-2275. PMC 3934721  . PMID 24489112.

[8] Weber, Fritz; Rüttimann, August (2012). "Vitamin K". Ullmann's Encyclopedia Of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.o27_o08.

[1]

[2]

[3]

[4]

[5]

[6]

[7]

[8]