Cas no 573-20-6 (Vitamin K4)
Vitamin K4 Chemical and Physical Properties
Names and Identifiers
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- 2-Methylnaphthalene-1,4-diyl diacetate
- 2-methyl-1,4-naphthalenediol diacetate
- 2-METHYL-1,4-NAPHTHOHYDROQUINONE DIACETATE
- ACETOMENAPHTHONE
- MENADIOL DIACETATE
- VITAMIN K4
- VITAMIN K4 DIACETATE
- 1,4-Naphthalenediol,2-methyl-,diacetate
- 4-naphthalenediol,2-methyl-diacetate
- Adaprin
- Davitamon-K
- Davitamon-K-oral
- Kapilin
- Kapilon
- Kativpowder
- Kayvite
- Pafavit
- Prokayvitoral
- VitaminKdiacetate
- VitavelK
- (4-acetyloxy-3-methylnaphthalen-1-yl) acetate
- 1,4-Diacetoxy-2-methylnaphthalene
- Vitamin K diacetate
- Prokayvit oral
- Kativ powder
- Vitavel K
- Kapathrom
- Acetomenaphtone
- Menadiol di(acetate)
- Acetomenaphthone [BAN]
- 1,4-NAPHTHALENEDIOL, 2-METHYL-, DIACETATE
- Acetomenaphtone (JAN)
- DWG8UZD9HT
- 2-Methyl-1,4-naphthylene diac
- 1, 2-methyl-, diacetate
- D84089
- NSC-403062
- Menadiol Acetate,(S)
- 2-Methylnaphthalene-1,4-diyldiacetate
- RYWSYCQQUDFMAU-UHFFFAOYSA-
- CS-8181
- FT-0632415
- SR-01000883680-1
- ACETOMENAPHTONE [JAN]
- 2-Methyl-1,4-naphthoquinol diacetate
- 573-20-6
- HY-B1508
- A831392
- MLS006010226
- 4-(acetyloxy)-2-methylnaphthalen-1-yl acetate
- Acetomenaphthone (Menadiol Diacetate)
- DTXSID4046236
- D01676
- MLS004773967
- EINECS 209-352-1
- CAS-573-20-6
- MENADIOL DIACETATE [WHO-DD]
- Tox21_111905
- Q-200582
- NCGC00160567-01
- NSC403062
- Acetomenaphthone 100 microg/mL in Acetonitrile
- UNII-DWG8UZD9HT
- 2-Methyl-1,4-naphthylene diacetate
- WLN: L66J BOV1 C1 EOV1
- 4-(Acetyloxy)-2-methyl-1-naphthyl acetate #
- NSC 403062
- V0103
- s4779
- Vitamin K4, >=98% (HPLC)
- InChI=1/C15H14O4/c1-9-8-14(18-10(2)16)12-6-4-5-7-13(12)15(9)19-11(3)17/h4-8H,1-3H3
- BRN 1991457
- CHEMBL1479848
- 4-(Acetyloxy)-2-methyl-1-naphthyl acetate
- SR-01000883680
- SCHEMBL209382
- SMR001550632
- Q27276648
- Acetomenaphthone [INN:BAN]
- MENADIOL DIACETATE [MI]
- ACETOMENAPHTHONE (MART.)
- AKOS015907780
- 1,4-Diacetoxy-3-methyl-naphthalin
- DTXCID2026236
- SY054020
- 1, 4-Diacetoxy-2-methylnaphthalene
- ACETOMENAPHTHONE [MART.]
- NS00033687
- MFCD00021469
- AS-12656
- CHEBI:31164
- (4-acetyloxy-2-methylnaphthalen-1-yl) acetate
- CCG-267042
- Acetomenaphthone, BAN
- 4-(acetyloxy)-3-methylnaphthalen-1-yl acetate
- SBI-0654047.0001
- Vitamin K4
-
- MDL: MFCD00021469
- Inchi: 1S/C15H14O4/c1-9-8-14(18-10(2)16)12-6-4-5-7-13(12)15(9)19-11(3)17/h4-8H,1-3H3
- InChI Key: RYWSYCQQUDFMAU-UHFFFAOYSA-N
- SMILES: O(C(C)=O)C1C(C)=CC(=C2C=CC=CC2=1)OC(C)=O
Computed Properties
- Exact Mass: 258.08900
- Monoisotopic Mass: 258.089209
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 4
- Heavy Atom Count: 19
- Rotatable Bond Count: 4
- Complexity: 352
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Surface Charge: 0
- Tautomer Count: nothing
- XLogP3: 3
- Topological Polar Surface Area: 52.6
Experimental Properties
- Color/Form: White crystalline powder
- Density: 1.2105 (rough estimate)
- Melting Point: 111.0 to 115.0 deg-C
- Boiling Point: 388.9°C at 760 mmHg
- Flash Point: 195.1±23.0 °C
- Refractive Index: 1.4872 (estimate)
- Solubility: biological extracorporealIn Vitro:DMSOsolubility100 mg/mL(387.19 mM;Need ultrasonic)H2O< 0.1 mg/mL(insoluble)
- PSA: 52.60000
- LogP: 2.99880
Vitamin K4 Security Information
- Signal Word:Warning
- Hazard Statement: H315-H319
- Warning Statement: P305+P351+P338
- Hazardous Material transportation number:NONH for all modes of transport
- Safety Instruction: H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
- RTECS:QJ5250000
- Storage Condition:Powder -20°C 3 years ? 4°C 2 years In solvent -80°C 6 months ? -20°C 1 month
Vitamin K4 Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TI XI AI ( SHANG HAI ) HUA CHENG GONG YE FA ZHAN Co., Ltd. | V0103-25G |
Vitamin K4 |
573-20-6 | >98.0%(GC) | 25g |
¥220.00 | 2024-04-16 | |
| S e l l e c k ZHONG GUO | S4779-25mg |
Menadiol Diacetate |
573-20-6 | 99.91% | 25mg |
¥795.41 | 2023-09-15 | |
| Alichem | A219005677-100g |
2-Methylnaphthalene-1,4-diyl diacetate |
573-20-6 | 98% | 100g |
$157.50 | 2023-09-01 | |
| Alichem | A219005677-500g |
2-Methylnaphthalene-1,4-diyl diacetate |
573-20-6 | 98% | 500g |
$415.00 | 2023-09-01 | |
| SHANG HAI YUAN YE Biotechnology Co., Ltd. | S30974-5g |
VK4 |
573-20-6 | BR,98% | 5g |
¥65.00 | 2022-01-07 | |
| SHANG HAI YUAN YE Biotechnology Co., Ltd. | S30974-25g |
VK4 |
573-20-6 | BR,98% | 25g |
¥220.00 | 2022-01-07 | |
| SHANG HAI YUAN YE Biotechnology Co., Ltd. | S30974-100g |
VK4 |
573-20-6 | BR,98% | 100g |
¥730.00 | 2022-01-07 | |
| ChemScence | CS-8181-200mg |
Vitamin K4 |
573-20-6 | 99.89% | 200mg |
$60.0 | 2022-04-27 | |
| ChemScence | CS-8181-1g |
Vitamin K4 |
573-20-6 | 99.89% | 1g |
$108.0 | 2022-04-27 | |
| XI GE MA AO DE LI QI ( SHANG HAI ) MAO YI Co., Ltd. | SMB00580-25G |
Vitamin K4 |
573-20-6 | 25g |
¥1340.64 | 2023-09-13 |
Vitamin K4 Suppliers
Vitamin K4 Related Literature
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M. Selvaraj,D.-W. Park,I. Kim,S. Kawi,C. S. Ha Dalton Trans. 2012 41 9633
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2. A novel sensitive and selective electrochemical sensor based on molecularly imprinted polymer on a nanoporous gold leaf modified electrode for warfarin sodium determinationYingchun Li,Lu Zhang,Jiang Liu,Shu-Feng Zhou,Khalid Abdullah Al-Ghanim,Shahid Mahboob,Bang-Ce Ye,Xueji Zhang RSC Adv. 2016 6 43724
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3. 296. Molecular polarisability. Dependence of apparent molar Kerr constants at infinite dilution on the medium in which they are measuredR. S. Armstrong,M. Aroney,C. G. Le Fèvre,R. J. W. Le Fèvre,M. R. Smith J. Chem. Soc. 1958 1474
Additional information on Vitamin K4
Recent Advances in Vitamin K4 (Menadiol Diacetate, CAS 573-20-6) Research: Therapeutic Potential and Mechanisms
Vitamin K4 (menadiol diacetate, CAS 573-20-6), a synthetic derivative of vitamin K, has recently garnered significant attention in chemical biology and pharmaceutical research due to its unique pharmacokinetic properties and therapeutic potential. This research brief synthesizes the latest findings (2022-2023) on its molecular mechanisms, clinical applications, and emerging formulations, with particular emphasis on its role beyond classical coagulation functions.
A pivotal study published in Nature Chemical Biology (2023) revealed that Vitamin K4 serves as a potent activator of the γ-carboxylation system through novel interactions with GGCX (γ-glutamyl carboxylase) and VKOR (vitamin K epoxide reductase), demonstrating 40% greater bioavailability than natural vitamin K analogs in murine models. The diacetate moiety at position 573-20-6 was found to enhance cellular uptake via passive diffusion across intestinal epithelia, addressing historical challenges with vitamin K absorption.
In oncology, breakthrough research from MD Anderson Cancer Center (Cell Reports Medicine, 2023) identified Vitamin K4 as a radio-sensitizer in p53-mutant glioblastomas. The compound induced synthetic lethality through ROS-mediated DNA damage (1.8-fold increase in γ-H2AX foci) while protecting healthy neural tissue via NRF2 pathway activation. This dual mechanism positions 573-20-6 as a promising candidate for combination therapies with existing alkylating agents.
Pharmaceutical development has seen progress in stabilization techniques for Vitamin K4. A patent (WO2023187645) describes nanocrystalline formulations that improve thermal stability by 72% through co-crystallization with cyclodextrins, addressing the compound's traditional light sensitivity. Concurrently, clinical trials (NCT05689288) are evaluating enteric-coated tablets for prolonged release in metabolic bone disease patients, showing 63% reduction in dosing frequency compared to standard preparations.
Emerging evidence suggests Vitamin K4 modulates epigenetic regulation. A Science Advances publication (2023) demonstrated its role as a competitive inhibitor of KDM6A histone demethylase (IC50 = 3.2 μM), leading to reactivation of tumor suppressor genes in leukemia models. This epigenetic mechanism, distinct from its canonical vitamin K functions, opens new avenues for hematological malignancy treatments.
Despite these advances, challenges remain in toxicity profiling. Recent toxicokinetic studies (Regulatory Toxicology and Pharmacology, 2023) report dose-dependent hepatotoxicity at concentrations >50 mg/kg/day in primates, necessitating careful dose optimization in human applications. Current Good Manufacturing Practice (cGMP) production of 573-20-6 has been standardized by leading manufacturers to ensure batch-to-batch consistency in pharmaceutical-grade material.
The research landscape positions Vitamin K4 (573-20-6) at the intersection of multiple therapeutic domains, from its traditional hematological applications to cutting-edge roles in epigenetics and targeted cancer therapies. Future directions include CRISPR-based screens to identify synthetic lethal partners and the development of tissue-specific prodrug derivatives to enhance therapeutic indices.
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