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Vitamin K3

CAS 58-27-5C11H8O2MW 172.05 g/mol

Vitamin K3 (CAS 58-27-5) — formula C11H8O2, molecular weight 172.05 g/mol; category food additives.

Specifications

CAS Number58-27-5
Molecular FormulaC11H8O2
Molecular Weight172.05 g/mol
Melting Point107
LogP2.2
ApplicationsUses: Synthetic naphthoquinone derivative with the physiologic properties of vitamin K, Used as a supplement and veterinary antidote to bishydroxycoumarin poisoning (including sweet clover poisoning), [Merck Index] Used as an intermediate in phylloquinone production, [IARC], Vitamin (prothrombogenic, VET: Vitamin (prothrombogenic), antidote to bishydroxycoumarin poisoning, including sweet clover poisoning., Dimethylpyrimidinol bisulfite menadione, MEDICINE, FUNGICIDES, ANIMAL FEED ADDITIVES, Menadione is of industrial importance as an intermediate in the synthesis of phylloquinone, and salts of its bisulfite adduct are used as stabilized forms in the animal feed industry., For menadione (USEPA, OPP Pesticide Code: 006319) there are 0 labels match., SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses., The primary known function of vitamin K is to assist in the normal clotting of blood, but it may also play a role in normal bone calcification., Use Classification: Cosmetics -> Masking, Methods of Manufacturing: It is obtained from 2-methylnaphthalene in 70-90% yield by oxidation with chromic acid. Slightly lower yields are obtained with chromium trioxide in conjunction with crown ethers., Formulations, Preparations: MENADIONE, NF (VIT K3)...AVAIL IN ORAL ADMIN IN TABLETS CONTAINING 2, 5, OR 10 MG, & AS STERILE SOLN OF MENADIONE IN OIL (USUALLY 2, 10, OR 25 MG, ML) DESIGNED FOR IM ADMIN., MENADIONE SODIUM BISULFITE, NF (HYKINONE)...WHITE CRYSTALLINE, HYGROSCOPIC POWDER. ...SOL IN WATER...MARKETED IN 5-MG TABLETS & IN AMPULS... 5-10 MG, ML. MENADIOL SODIUM DIPHOSPHATE INJECTION, NF (KAPPADIONE, SYNKAVITE)...AMPULS...5, OR 37.5 MG, ML. MENADIOL SODIUM DIPHOSPHATE TABLETS, NF...5 MG..., MENADIOL SODIUM DIPHOSPHATE INJECTION, SYNKAVITE), IS MARKETED IN AMPULS CONTAINING 5, NF, CONTAIN 5 MG OF SALT FOR ORAL USE., Commercially significant forms are menadione sodium bisulfite and menadione dimethyl pyrimidinol., For more Formulations, Preparations (Complete) data for MENADIONE (6 total), please visit the HSDB record page., General Manufacturing Information: 1, 4-Naphthalenedione, 2-methyl-: ACTIVE, ...CORN STIGMA CONTAINS ALC SOL SUBSTANCE TERMED BY..., MIKHLIN CR, VIT K3, HOWEVER...DIFFERENTIATION FROM VIT K1 IS NOT CLEAR. IN ANGLO-AMERICAN LITERATURE...K3 DESIGNATES MENADIONE. THIS DESIGNATION SHOULD BE DISCONTINUED...DERIV OF 1, 4-NAPHTHOQUINONE WITHOUT SIDECHAIN IN 3-POSITION CANNOT EXERT ALL FUNCTIONS OF K VIT..., ...MENADIONE OR VIT K3...DEPENDING ON BIOASSAY SYSTEM USED, @ LEAST AS ACTIVE ON MOLAR BASIS AS PHYLLOQUINONE. ...ACTIVE WATER-SOL DERIVATIVES OF MENADIONE...SODIUM-BISULFITE SALT OR TETRASODIUM SALT OF DIPHOSPHORIC ACID ESTER. THESE COMPD ARE CONVERTED IN BODY TO MENADIONE., PARENT STRUCTURE OF K FAMILY OF VIT IS 2-METHYL-1, 4-NAPHTHOQUINONE OR MENADIONE. THIS FAT-SOL COMPD & SEVERAL WATER-SOL DERIVATIVES SUCH AS SODIUM BISULFITE & DIPHOSPHORIC ACID ESTER ARE COMMON COMMERCIAL FORMS USED IN MEDICAL PRACTICE., NATURAL, FAT-SOL VIT ARE MORE EFFECTIVE THAN WATER-SOL DERIVATIVES., VIT K, DRUGS WITH VIT K ACTIVITY MAY BE CHEMICALLY ASSAYED & DO NOT REQUIRE BIOASSAY. ...DETERMINATION OF VIT K CONTENT OF FOODS, ASSAY BASED UPON ABILITY OF PREPN TO INCR PROTHROMBIC LEVEL OF DEFICIENT CHICKS IS EMPLOYED.
CategoryNutrition Enhancers

Where it is used

Documented applications: Uses: Synthetic naphthoquinone derivative with the physiologic properties of vitamin K, Used as a supplement and veterinary antidote to bishydroxycoumarin poisoning (including sweet clover poisoning), [Merck Index] Used as an intermediate in phylloquinone production, [IARC], Vitamin (prothrombogenic, VET: Vitamin (prothrombogenic), antidote to bishydroxycoumarin poisoning, including sweet clover poisoning., Dimethylpyrimidinol bisulfite menadione, MEDICINE, FUNGICIDES, ANIMAL FEED ADDITIVES, Menadione is of industrial importance as an intermediate in the synthesis of phylloquinone, and salts of its bisulfite adduct are used as stabilized forms in the animal feed industry., For menadione (USEPA, OPP Pesticide Code: 006319) there are 0 labels match., SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses., The primary known function of vitamin K is to assist in the normal clotting of blood, but it may also play a role in normal bone calcification., Use Classification: Cosmetics -> Masking, Methods of Manufacturing: It is obtained from 2-methylnaphthalene in 70-90% yield by oxidation with chromic acid. Slightly lower yields are obtained with chromium trioxide in conjunction with crown ethers., Formulations, Preparations: MENADIONE, NF (VIT K3)...AVAIL IN ORAL ADMIN IN TABLETS CONTAINING 2, 5, OR 10 MG, & AS STERILE SOLN OF MENADIONE IN OIL (USUALLY 2, 10, OR 25 MG, ML) DESIGNED FOR IM ADMIN., MENADIONE SODIUM BISULFITE, NF (HYKINONE)...WHITE CRYSTALLINE, HYGROSCOPIC POWDER. ...SOL IN WATER...MARKETED IN 5-MG TABLETS & IN AMPULS... 5-10 MG, ML. MENADIOL SODIUM DIPHOSPHATE INJECTION, NF (KAPPADIONE, SYNKAVITE)...AMPULS...5, OR 37.5 MG, ML. MENADIOL SODIUM DIPHOSPHATE TABLETS, NF...5 MG..., MENADIOL SODIUM DIPHOSPHATE INJECTION, SYNKAVITE), IS MARKETED IN AMPULS CONTAINING 5, NF, CONTAIN 5 MG OF SALT FOR ORAL USE., Commercially significant forms are menadione sodium bisulfite and menadione dimethyl pyrimidinol., For more Formulations, Preparations (Complete) data for MENADIONE (6 total), please visit the HSDB record page., General Manufacturing Information: 1, 4-Naphthalenedione, 2-methyl-: ACTIVE, ...CORN STIGMA CONTAINS ALC SOL SUBSTANCE TERMED BY..., MIKHLIN CR, VIT K3, HOWEVER...DIFFERENTIATION FROM VIT K1 IS NOT CLEAR. IN ANGLO-AMERICAN LITERATURE...K3 DESIGNATES MENADIONE. THIS DESIGNATION SHOULD BE DISCONTINUED...DERIV OF 1, 4-NAPHTHOQUINONE WITHOUT SIDECHAIN IN 3-POSITION CANNOT EXERT ALL FUNCTIONS OF K VIT..., ...MENADIONE OR VIT K3...DEPENDING ON BIOASSAY SYSTEM USED, @ LEAST AS ACTIVE ON MOLAR BASIS AS PHYLLOQUINONE. ...ACTIVE WATER-SOL DERIVATIVES OF MENADIONE...SODIUM-BISULFITE SALT OR TETRASODIUM SALT OF DIPHOSPHORIC ACID ESTER. THESE COMPD ARE CONVERTED IN BODY TO MENADIONE., PARENT STRUCTURE OF K FAMILY OF VIT IS 2-METHYL-1, 4-NAPHTHOQUINONE OR MENADIONE. THIS FAT-SOL COMPD & SEVERAL WATER-SOL DERIVATIVES SUCH AS SODIUM BISULFITE & DIPHOSPHORIC ACID ESTER ARE COMMON COMMERCIAL FORMS USED IN MEDICAL PRACTICE., NATURAL, FAT-SOL VIT ARE MORE EFFECTIVE THAN WATER-SOL DERIVATIVES., VIT K, DRUGS WITH VIT K ACTIVITY MAY BE CHEMICALLY ASSAYED & DO NOT REQUIRE BIOASSAY. ...DETERMINATION OF VIT K CONTENT OF FOODS, ASSAY BASED UPON ABILITY OF PREPN TO INCR PROTHROMBIC LEVEL OF DEFICIENT CHICKS IS EMPLOYED..

Purchase Profile

What this product is

Vitamin K3 is a food-grade compound with CAS registry number 58-27-5 and molecular formula C11H8O2 (molecular weight 172.05 g/mol), belonging to the food additives segment of chemical raw materials.

Identification

CAS number: 58-27-5

Its molecular formula C11H8O2 comprises 11 C, 8 H, 2 O atoms.

Also known as: Vitamin K3 · 2-Methyl-1,4-naphthoquinone

Category: food additives

Frequently Asked Questions

What is the CAS number of Vitamin K3?

The CAS registry number of Vitamin K3 is 58-27-5.

What is the molecular formula and molecular weight of Vitamin K3?

Molecular formula C11H8O2, molecular weight 172.05 g/mol.

What other names is Vitamin K3 known by?

It is also registered under: Vitamin K3, 2-Methyl-1,4-naphthoquinone.

What are the documented applications of Vitamin K3?

Recorded applications: Uses: Synthetic naphthoquinone derivative with the physiologic properties of vitamin K, Used as a supplement and veterinary antidote to bishydroxycoumarin poisoning (including sweet clover poisoning), [Merck Index] Used as an intermediate in phylloquinone production, [IARC], Vitamin (prothrombogenic, VET: Vitamin (prothrombogenic), antidote to bishydroxycoumarin poisoning, including sweet clover poisoning., Dimethylpyrimidinol bisulfite menadione, MEDICINE, FUNGICIDES, ANIMAL FEED ADDITIVES, Menadione is of industrial importance as an intermediate in the synthesis of phylloquinone, and salts of its bisulfite adduct are used as stabilized forms in the animal feed industry., For menadione (USEPA, OPP Pesticide Code: 006319) there are 0 labels match., SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses., The primary known function of vitamin K is to assist in the normal clotting of blood, but it may also play a role in normal bone calcification., Use Classification: Cosmetics -> Masking, Methods of Manufacturing: It is obtained from 2-methylnaphthalene in 70-90% yield by oxidation with chromic acid. Slightly lower yields are obtained with chromium trioxide in conjunction with crown ethers., Formulations, Preparations: MENADIONE, NF (VIT K3)...AVAIL IN ORAL ADMIN IN TABLETS CONTAINING 2, 5, OR 10 MG, & AS STERILE SOLN OF MENADIONE IN OIL (USUALLY 2, 10, OR 25 MG, ML) DESIGNED FOR IM ADMIN., MENADIONE SODIUM BISULFITE, NF (HYKINONE)...WHITE CRYSTALLINE, HYGROSCOPIC POWDER. ...SOL IN WATER...MARKETED IN 5-MG TABLETS & IN AMPULS... 5-10 MG, ML. MENADIOL SODIUM DIPHOSPHATE INJECTION, NF (KAPPADIONE, SYNKAVITE)...AMPULS...5, OR 37.5 MG, ML. MENADIOL SODIUM DIPHOSPHATE TABLETS, NF...5 MG..., MENADIOL SODIUM DIPHOSPHATE INJECTION, SYNKAVITE), IS MARKETED IN AMPULS CONTAINING 5, NF, CONTAIN 5 MG OF SALT FOR ORAL USE., Commercially significant forms are menadione sodium bisulfite and menadione dimethyl pyrimidinol., For more Formulations, Preparations (Complete) data for MENADIONE (6 total), please visit the HSDB record page., General Manufacturing Information: 1, 4-Naphthalenedione, 2-methyl-: ACTIVE, ...CORN STIGMA CONTAINS ALC SOL SUBSTANCE TERMED BY..., MIKHLIN CR, VIT K3, HOWEVER...DIFFERENTIATION FROM VIT K1 IS NOT CLEAR. IN ANGLO-AMERICAN LITERATURE...K3 DESIGNATES MENADIONE. THIS DESIGNATION SHOULD BE DISCONTINUED...DERIV OF 1, 4-NAPHTHOQUINONE WITHOUT SIDECHAIN IN 3-POSITION CANNOT EXERT ALL FUNCTIONS OF K VIT..., ...MENADIONE OR VIT K3...DEPENDING ON BIOASSAY SYSTEM USED, @ LEAST AS ACTIVE ON MOLAR BASIS AS PHYLLOQUINONE. ...ACTIVE WATER-SOL DERIVATIVES OF MENADIONE...SODIUM-BISULFITE SALT OR TETRASODIUM SALT OF DIPHOSPHORIC ACID ESTER. THESE COMPD ARE CONVERTED IN BODY TO MENADIONE., PARENT STRUCTURE OF K FAMILY OF VIT IS 2-METHYL-1, 4-NAPHTHOQUINONE OR MENADIONE. THIS FAT-SOL COMPD & SEVERAL WATER-SOL DERIVATIVES SUCH AS SODIUM BISULFITE & DIPHOSPHORIC ACID ESTER ARE COMMON COMMERCIAL FORMS USED IN MEDICAL PRACTICE., NATURAL, FAT-SOL VIT ARE MORE EFFECTIVE THAN WATER-SOL DERIVATIVES., VIT K, DRUGS WITH VIT K ACTIVITY MAY BE CHEMICALLY ASSAYED & DO NOT REQUIRE BIOASSAY. ...DETERMINATION OF VIT K CONTENT OF FOODS, ASSAY BASED UPON ABILITY OF PREPN TO INCR PROTHROMBIC LEVEL OF DEFICIENT CHICKS IS EMPLOYED..

Which category does Vitamin K3 belong to?

Category: Nutrition Enhancers.

PubChem Public Data

Public-database records for Vitamin K3 (CAS 58-27-5), reproduced here for independent cross-checking.

Safety classification and hazard statements

已通报的危害声明H302 (97.4%), H315 (95.3%), H317 (63.7%), H319 (100%), H335 (98.4%), H400 (70.5%), H410 (64.7%)

Reported physical properties

熔点107
熔点105-107 °C
熔点107 °C
溶解度160
溶解度0.160 mg/mL at 30 °C
蒸气压0.000188 [mmHg]
LogP2.2
LogP2.20
LogP1.88

How this substance is indexed

CAS 号58-27-5
PubChem CID4055
分子式C11H8O2
分子量172.05 g/mol
IUPAC 名称2-methylnaphthalene-1,4-dione
InChIKeyMJVAVZPDRWSRRC-UHFFFAOYSA-N
UNII(FDA)723JX6CXY5
ChEBI 编号CHEBI:28869
ATC 编码(WHO)B02BA02

Names this substance appears under

menadione; 58-27-5; Vitamin K3; 2-Methyl-1,4-naphthoquinone; 2-methylnaphthalene-1,4-dione; Kayquinone; Menaphthone; Thyloquinone; Kanone; Kappaxin; Kayklot; Klottone; Panosine; 2-Methyl-1,4-naphthalenedione; Kolklot; 2-Methylnaphthoquinone

Computed molecular descriptors

分子量172.18
XLogP32.2
氢键供体数0
氢键受体数2
可旋转键数0
精确质量172.052429494
单同位素质量172.052429494
拓扑极性表面积34.1
重原子数13
形式电荷0

Database abstract

維生素K3 的 CAS 号为 58-27-5,分子式 C11H8O2,分子量 172.05 g/mol。 UNII 723JX6CXY5; ChEBI 28869; InChIKey MJVAVZPDRWSRRC-UHFFFAOYSA-N. 熔点: 107; 熔点: 105-107 °C; 熔点: 107 °C.

Source: PubChem / Wikidata; the batch COA governs where values differ.

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