Menadione

Modify Date: 2024-01-01 21:50:48

Menadione Structure
Menadione structure
Common Name Menadione
CAS Number 58-27-5 Molecular Weight 172.18000
Density 1.225 g/cm3 Boiling Point 304.5ºC at 760 mmHg
Molecular Formula C11H8O2 Melting Point 105-107 °C(lit.)
MSDS Chinese USA Flash Point 113.8ºC
Symbol GHS07
GHS07
Signal Word Warning

 Use of Menadione


Menadione, a synthetic naphthoquinone, can be converted to active vitamin K2 in vivo.Target: OthersMenadione (Vitamin K3) is a synthetic analogue of of 1,4-naphthoquinone with a methyl group in the 2-position. Menadione is used as a phosphatase inhibitor and an inhibitor of mitochondrial DNA polymerase γ (pol γ). Menadione can be used as an oxidative injury (free radical generator) inducing agent [1].

 Names

Name Menadione
Synonym More Synonyms

 Menadione Biological Activity

Description Menadione, a synthetic naphthoquinone, can be converted to active vitamin K2 in vivo.Target: OthersMenadione (Vitamin K3) is a synthetic analogue of of 1,4-naphthoquinone with a methyl group in the 2-position. Menadione is used as a phosphatase inhibitor and an inhibitor of mitochondrial DNA polymerase γ (pol γ). Menadione can be used as an oxidative injury (free radical generator) inducing agent [1].
Related Catalog
Target

Human Endogenous Metabolite

References

[1]. http://en.wikipedia.org/wiki/Menadione

 Chemical & Physical Properties

Density 1.225 g/cm3
Boiling Point 304.5ºC at 760 mmHg
Melting Point 105-107 °C(lit.)
Molecular Formula C11H8O2
Molecular Weight 172.18000
Flash Point 113.8ºC
Exact Mass 172.05200
PSA 34.14000
LogP 2.01190
Storage condition Store at RT.
Stability Stable. May be light sensitive. Incompatible with strong oxidizing agents.
Water Solubility INSOLUBLE

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QL9100000
CHEMICAL NAME :
1,4-Naphthoquinone, 2-methyl-
CAS REGISTRY NUMBER :
58-27-5
LAST UPDATED :
199710
DATA ITEMS CITED :
30
MOLECULAR FORMULA :
C11-H8-O2
MOLECULAR WEIGHT :
172.19
WISWESSER LINE NOTATION :
L66 BV EVJ C1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
75 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
138 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
230 mg/kg
TOXIC EFFECTS :
Vascular - other changes
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Bird - chicken
DOSE/DURATION :
100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
10500 mg/kg/30D-I
TOXIC EFFECTS :
Blood - pigmented or nucleated red blood cells Blood - changes in erythrocyte (RBC) count
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
775 mg/kg/6D-I
TOXIC EFFECTS :
Blood - pigmented or nucleated red blood cells Blood - changes in spleen Nutritional and Gross Metabolic - changes in iron
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1860 mg/kg/27W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Skin and Appendages - tumors Tumorigenic - tumors at site of application
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
8400 mg/kg/21W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Skin and Appendages - tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
3 gm/kg
SEX/DURATION :
female 1-20 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - musculoskeletal system
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
DOSE :
20 mg/kg
SEX/DURATION :
female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Specific Developmental Abnormalities - musculoskeletal system
TYPE OF TEST :
Specific locus test

MUTATION DATA

TYPE OF TEST :
Sister chromatid exchange
TEST SYSTEM :
Rodent - hamster Lung
DOSE/DURATION :
10 umol/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 178,57,1987 *** REVIEWS *** TOXICOLOGY REVIEW JOPDAB Journal of Pediatrics. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63141) V.1- 1932- Volume(issue)/page/year: 59,1,1961 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 84779 No. of Facilities: 63 (estimated) No. of Industries: 2 No. of Occupations: 6 No. of Employees: 1170 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 84779 No. of Facilities: 771 (estimated) No. of Industries: 5 No. of Occupations: 16 No. of Employees: 6103 (estimated) No. of Female Employees: 2166 (estimated)

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302-H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes Xn:Harmful
Risk Phrases R22;R36/37/38;R43
Safety Phrases S26-S36-S37/39-S24
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS QL9100000
HS Code 2914700090

 Synthetic Route

 Customs

HS Code 2914690090
Summary 2914690090 other quinones。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

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 Synonyms

Aquakay
Karcon
Kipca
Menadione
Synkay
Koaxin
Kaykot
Kanone
2-methyl-1,4-naphthalenedione
EINECS 200-372-6
Kareon
2-methyl-naphthoquinone
Juva-K
2-methyl-1,4-naphthodione
MFCD00001681
VK3
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