Basic information
- CAS
6956-96-3- Standard SMILES
COC1=C(OC)C(=O)c2ccccc2C1=O- InChIKey
ZEGDFCCYTFPECB-UHFFFAOYSA-N- Molecular formula
- C12H10O4
- Average molar mass
- 218.2 g/mol
- Monoisotopic mass
- 218.0579088
Overview
2,3-dimethoxynaphthalene-1,4-dione is a naphthoquinone that is 1,4-naphthoquinone bearing two methoxy substituents at positions 2 and 3. Redox-cycling agent that induces intracellular superoxide anion formation and, depending on the concentration, induces cell proliferation, apoptosis or necrosis. Used to study the role of ROS in cell toxicity, apoptosis, and necrosis. It is functionally related to a 1,4-naphthoquinone.
Names & identifiers
- Preferred name
- 2,3-Dimethoxy-1,4-naphthoquinone
- IUPAC
- 2,3-dimethoxynaphthalene-1,4-dione
- English name
- DMNQ
- Molecular formula
- C12H10O4
- Molecular weight
- 218.21
Names & synonyms
dmnq6956-96-32,3-Dimethoxy-1,4-naphthoquinone2,3-dimethoxynaphthalene-1,4-dioneNSC 693551,4-Naphthalenedione, 2,3-dimethoxy-MFW94A3JEKDTXSID8040935CHEBI:64215NSC-69355RefChem:81786DTXCID6020935
Show more names
DIMENQDMNQ, 10 mM in DMSORARECHEM BW GA 0209DMNQ, non-alkyiating redox cycling quinone
636-211-52,3-dimethoxy-1,4-naphthalenedione1,4-Naphthalenedione,2,3-dimethoxy-MFCD00184331CHEMBL4024682,3-DIMETHOXY-1,4-DIHYDRONAPHTHALENE-1,4-DIONE2,3-DimethoxynaphthoquinoneDMNQ?
Database identifiers
- CAS
6956-96-3- PubChem CID
- 3136
- DTXSID
DTXSID8040935- ChEMBL
CHEMBL402468- ChEBI
CHEBI:64215- UNII
- MFW94A3JEK
- EC Number
- 636-211-5
- Nikkaji
- J394.327E
Properties
Computed structural properties
- XLogP
- 1.9
- Topological polar surface area
- 52.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 322
Physicochemical properties
- storage temp.
- -20 °C · -20°C
- solubility
- Soluble in DMSO (up to 10 mg/ml) or in Ethanol (up to 5 mg/ml).
- form
- solid
- color
- Yellow
- Stability
- 1 year · Stable for 1 year as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
- InChI
- 1S/C12H10O4/c1-15-11-9(13)7-5-3-4-6-8(7)10(14)12(11)16-2/h3-6H,1-2H3
- InChIKey
- ZEGDFCCYTFPECB-UHFFFAOYSA-N
- SMILES
- COC1=C(OC)C(=O)c2ccccc2C1=O
- FDA UNII
- 94 A3JEK · MFW94A3JEK
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
DescriptionDMNQ is a 1,4-naphthoquinone that acts as a redox-cycling agent, typically increasing intracellular superoxide and hydrogen peroxide formation. The amount of oxidative stress is proportional to the amount of DMNQ applied and can alter diverse cellular parameters, including signal transduction, mitochondrial function, and gene expression.
Uses2,3-Dimethoxy-1,4-naphthoquinone has been used to investigate the effects of ethanol on podocyte apoptosis under hypoxic and hyperoxic conditions.
UsesDMNQ is a non-alkylating redox cycling quinone.
Suppliers36 total
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
InvivoChem中国13549236410 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
Related reactions
6 records
Compound notes
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