甲萘氢醌

甲萘氢醌
Skeletal formula of menadiol	Ball-and-stick model of menadiol
	IUPAC名; 2-Methylnaphthalene-1,4-diol
别名	2-Methyl-1,4-naphthalenediol; 2-Methyl-1,4-dihydroxynaphthalene
识别
CAS号	481-85-6
PubChem	10209
ChemSpider	9794
SMILES	Oc2c1ccccc1c(O)c(c2)C;
InChI	InChI=1S/C11H10O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6,12-13H,1H3;
性质
化学式	C11H10O2
摩尔质量	174.2 g·mol−1
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

甲萘氢醌（英語：Menadiol）是一种有机化合物，化学式C₆H₄(COH)₂(CH)(CH₃)，带有对苯二酚结构，可被氧化成甲萘醌（维生素K₃）^[1]。

维生素K₄可以指本品，也可以指本品的酯和盐^[2]，包括二醋酸酯（醋酸甲萘氢醌）^[3]^[4]、二丁酸酯^[4]、二丙二酸酯^[5]、二磷酸酯钠盐（甲萘氢醌二磷酸酯钠、Kappadione）^[6]^[5]^[4]、二硫酸酯钠盐。^[4]

在英国，甲萘氢醌二磷酸酯钠被批准用于预防和治疗出血，尤其是和阻塞性黄疸相关的（手术前和术后都用）。^[7]这是因为甲萘氢醌和天然维生素K不同，无需胆汁参与即可吸收。主要的缺点是起效慢，大约需要24小时，但效果可以持续几天。可导致溶血性贫血，蚕豆病患者禁用。^[8]

动物天然产生甲萘醌时，可能是先还原成甲萘氢醌再转化为MK-4。^[9]

醋酸甲萘氢醌
丁酸甲萘氢醌

参考文献

^ Weber F, Rüttimann A. Vitamin K. Ullmann's Encyclopedia Of Industrial Chemistry. Weinheim: Wiley-VCH. 2012. doi:10.1002/14356007.o27_o08.
^ Vitamin k (class) Oral, Parenteral Advanced Patient Information. Drugs.com. [2023-07-06]. （原始内容存档于2016-09-21）（英语）.
^ 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. 2008, 6 (11): 822. ISSN 1831-4732. doi:10.2903/j.efsa.2008.822 .
^ ^4.0 ^4.1 ^4.2 ^4.3 Oketch-Rabah HA, Roe AL, Marles RJ. US Pharmacopeial Convention safety evaluation of menaquinone-7, a form of vitamin K. Nutrition Reviews. 2017, 75 (7): 553–578. ISSN 0029-6643. PMID 28838081. doi:10.1093/nutrit/nux022.
^ ^5.0 ^5.1 Sebrell WH, et al. The vitamins; chemistry, physiology, pathology, methods 2nd. Academic Press. 1971: 443. ISBN 9780126337631.
^ Kappadione. go.drugbank.com.
^ Menadiol Diphosphate Tablets 10mg - Summary of Product Characteristics (SmPC) - (emc). www.medicines.org.uk.
^ Kappadione. go.drugbank.com （英语）.
^ Shearer, Martin J.; Newman, Paul. 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. March 2014, 55 (3): 345–362. ISSN 0022-2275. PMC 3934721 . PMID 24489112. doi:10.1194/jlr.R045559 .

外部链接

[1] Weber F, Rüttimann A. Vitamin K. Ullmann's Encyclopedia Of Industrial Chemistry. Weinheim: Wiley-VCH. 2012. doi:10.1002/14356007.o27_o08.

[2] Vitamin k (class) Oral, Parenteral Advanced Patient Information. Drugs.com. [2023-07-06]. （原始内容存档于2016-09-21）（英语）.

[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. 2008, 6 (11): 822. ISSN 1831-4732. doi:10.2903/j.efsa.2008.822 .

[:1-4] 4.0 ^4.1 ^4.2 ^4.3 Oketch-Rabah HA, Roe AL, Marles RJ. US Pharmacopeial Convention safety evaluation of menaquinone-7, a form of vitamin K. Nutrition Reviews. 2017, 75 (7): 553–578. ISSN 0029-6643. PMID 28838081. doi:10.1093/nutrit/nux022.

[:0-5] 5.0 ^5.1 Sebrell WH, et al. The vitamins; chemistry, physiology, pathology, methods 2nd. Academic Press. 1971: 443. ISBN 9780126337631.

[6] Kappadione. go.drugbank.com.

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

[8] Kappadione. go.drugbank.com （英语）.

[9] Shearer, Martin J.; Newman, Paul. 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. March 2014, 55 (3): 345–362. ISSN 0022-2275. PMC 3934721 . PMID 24489112. doi:10.1194/jlr.R045559 .

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