523-39-7

Basic information

• Product Name: Menlaquinone 9
• Synonyms: VITAMIN K2(45) 98.0%~102.0%;menaquinone 9;(all-E)-2-Methyl-3-(3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl)-1,4-naphthalenedione;Menaquinone MK 9;Menlaquinone 9;MK 9;Vitamin K2(45);Vitamin MK 9
• CAS NO: 523-39-7
• Molecular Formula: C₅₆H₈₀O₂
• Molecular Weight: 771.219
• Product Categories: Drugs & Medication;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 523-39-7.mol
• Article Data: 1

Chemical Properties

• Melting Point: 60-61 °C
• Boiling Point: 807.6 °C at 760 mmHg
• Flash Point: 280.5 °C
• Appearance: /
• Density: 0.949
• Vapor Pressure: 3.97E-26mmHg at 25°C
• Refractive Index: 1.529
• Storage Temp.: Amber Vial, -20?C Freezer
• Solubility: Benzene (Slightly), Chloroform (Slightly), Ethyl Acetate (Slightly)
• Stability: Light Sensitive, Temperature Sensitive
• CAS DataBase Reference: Menlaquinone 9(CAS DataBase Reference)
• NIST Chemistry Reference: Menlaquinone 9(523-39-7)
• EPA Substance Registry System: Menlaquinone 9(523-39-7)

Safety Data

• Hazardous Substances Data: 523-39-7(Hazardous Substances Data)

Usage

Description

Menaquinone 9 (MK-9) is a vitamin K2 analog that has been found in various bacteria, including E. coli. MK-9 is UV-sensitive and binds to soluble nitrate reductase, a component of the bacterial electron transport chain. In vivo, MK-9 increases plasma prothrombin concentration in vitamin K-deficient rats.

Chemical Properties

Light Yellow to Yellow Solid

Uses

Different sources of media describe the Uses of 523-39-7 differently. You can refer to the following data:
1. Menaquinones are isoprenoid quinones of the naphthalene series and belongs to the K2 Vitamin homologs. Menaquinones were originally discovered as the anti-hemorrhagic factor and now encompasses a vari ety of physiological processes. Menaquinone 9 is a form of vitamin K2 which acts as a prothrombogenic agent and is also a functional electron transfer component in nitrate reductase.
2. Menaquinones are isoprenoid quinones of the naphthalene series and belongs to the K2 Vitamin homologs. Menaquinones were originally discovered as the anti-hemorrhagic factor and now encompasses a variety of physiological processes. Menaquinone 9 is a form of vitamin K2 which acts as a prothrombogenic agent and is also a functional electron transfer component in nitrate reductase.
3. Vitamin (prothrombogenic).

InChI:InChI=1/C56H80O2/c1-42(2)22-14-23-43(3)24-15-25-44(4)26-16-27-45(5)28-17-29-46(6)30-18-31-47(7)32-19-33-48(8)34-20-35-49(9)36-21-37-50(10)40-41-52-51(11)55(57)53-38-12-13-39-54(53)56(52)58/h12-13,22,24,26,28,30,32,34,36,38-40H,14-21,23,25,27,29,31,33,35,37,41H2,1-11H3/b43-24+,44-26+,45-28+,46-30+,47-32+,48-34+,49-36+,50-40+

Upstream product

• 481-85-6 2-methyl-1,4-naphthohydroquinone 
• 13190-97-1 solanesol 
• 53772-35-3 1,4-Dimethoxy-2-methyl-3-((2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethyl-hexatriaconta-2,6,10,14,18,22,26,30,34-nonaenyl)-naphthalene 
• 52610-77-2 solanesyl bromide 
• 138647-72-0 solanesyl chloride 

Relevant articles and documents

Synergistic factors ensue high expediency in the synthesis of menaquinone [K2] analogue MK-6: Application to access an efficient one-pot protocol to MK-9

Here we report a practical and efficient method for the synthesis of menaquinone vitamin (K2) analog MK-6 in all trans forms through “1 + 5 convergent synthetic approach” of pentaprenyl chloride with monoprenyl menadione derivative. In the synergistic factors, less efficient leaving group/more efficient nucleophile (Cl) in the substrate makes it more prominent reaction by eliminating all Sn2’ side reaction products. Further, the addition of acetic acid in the last step (desulfonation) of reaction sequence removes the limitations of the reactions in terms of cyclized side product (multiple reactions of pentaprenyl alcohol with Et3B), byproduct (Et3B, incendiary compound) formations and their interruption in the tricky purification processes. The utility of this method was further extended to find an efficient one-pot synthesis to MK-9 to the gram scale synthesis. This approach is economical and efficient and avoids the awkward chromatographic separation processes.