Basic information
- CAS
17359-54-5- Standard SMILES
O=C1C(O)Oc2ccccc2N1O- InChIKey
COVOPZQGJGUPEY-UHFFFAOYSA-N- Molecular formula
- C8H7NO4
- Average molar mass
- 181.15 g/mol
- Monoisotopic mass
- 181.0375077
Overview
DIBOA is a lactol that consists of 1,4-benzoxazine bearing two hydroxy substituents at positions 2 and 4 as well as a keto group at position 3. It has a role as a herbicide, a phytotoxin, an allelochemical and a plant metabolite. It is a cyclic hydroxamic acid, a lactol and a benzoxazine.
Names & identifiers
- Preferred name
- 2,4-Dihydroxy-1,4-Benzoxazin-3-One
- IUPAC
- 2,4-dihydroxy-1,4-benzoxazin-3-one
- English name
- 2,4-DIHYDROXY-1,4-BENZOXAZIN-3-ONE
- Molecular formula
- C8H7NO4
- Molecular weight
- 181.15
Names & synonyms
DIBOA17359-54-52,4-Dihydroxy-1,4-benzoxazin-3-one2,4-Dihydroxy-2H-1,4-benzoxazin-3(4H)-one2,4-Dihydroxy-1,4-benzoxazinone2H-1,4-BENZOXAZIN-3(4H)-ONE, 2,4-DIHYDROXY-DIBOA cpd4J4378V66GCHEBI:63558DTXSID90938409RefChem:132877DTXCID70882870
Show more names
(±)-DIBOA2,4-Dihydroxy-benzo[b][1,4]oxazin-3-one2H-1,4-Benzoxazin-3(4H)-one,2,4-dihydroxy-3-methyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid
2,4-Dihydroxy-2H-benzo[b][1,4]oxazin-3(4H)-one2,4-dihydroxy-3,4-dihydro-2H-1,4-benzoxazin-3-oneBRN 1077308UNII-4J4378V66G(+/-)-2,4-Dihydroxy-2H-1,4-benzoxazin-3(4H)-one; (+/-)-DIBOA; 2,4-Dihydroxy-1,4-benzoxazin-3-one; 2,4-Dihydroxy-2H-1,4-benzoxazin-3(4H)-oneSCHEMBL914002CHEMBL483002SCHEMBL29999046
Database identifiers
- CAS
17359-54-5- PubChem CID
- 28495
- DTXSID
DTXSID90938409- ChEMBL
CHEMBL483002- ChEBI
CHEBI:63558- UNII
- 4J4378V66G
- EC Number
- 830-178-2
- Nikkaji
- J67.842B
Properties
Computed structural properties
- XLogP
- 0
- Topological polar surface area
- 70 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 0
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 220
Experimental & physicochemical properties
Melting Point152 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 157 · 157-159℃
- Boiling point
- 405.1 · 405.1±55.0 °C(Predicted)
- Density
- 1.664 · 1.664±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- Acetone (Slightly), DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 7.72 · 7.72±0.40(Predicted)
- color
- Pale Orange to Light Brown
- Stability
- Hygroscopic
- InChI
- 1S/C8H7NO4/c10-7-8(11)13-6-4-2-1-3-5(6)9(7)12/h1-4,8,11-12H
- InChIKey
- COVOPZQGJGUPEY-UHFFFAOYSA-N
- SMILES
- N1(c2c(cccc2)OC(C1=O)O)O
- FDA UNII
- 4 J4378V66G · 4J4378V66G
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 335 · H335-H302-H315-H319
- Precautionary statements
- 264 · P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501
- WGK Germany
- 3 · WGK 3
- Storage Class
- 11 · 11 - Combustible Solids
- Toxicity
- 500 mLg/plate · mic-sat 500 mLg/plate MUREAV 66,191,1979
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
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- wgk
- WGK 3
- Toxicity
- mic-sat 500 mLg/plate MUREAV 66,191,1979
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H335-H302-H315-H319
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
UsesDIBOA is an allelopathic biochemical that is produced by grasses. This benzoxazinoid compound displays health-promoting effects in rats.
Suppliers23 total
艾吉析科技（上海）有限公司17717235263 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
上海君悦生物科技有限公司021-51370612 · [email protected]
上海维亦特生物科技有限公司15317051735 · [email protected]
上海攀鸿化工科技有限公司021-56491756 13512199871 · [email protected]
Alfa Chemistry1-516-6625404 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
Alfa Chemistry+1-5166625404 · [email protected]
武汉多普乐生物医药有限公司+86-02787215551 19945035818 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]
南京宁凡医药科技有限公司17368696818
上海吉至生化科技有限公司021-4009004166/18616739031 18616739031 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
苏州诺行贸易有限公司0512-65816829 18662214788 · [email protected]
深圳利斯康医药科技有限公司+86-755-89396905 +86-15013857715 · [email protected]
Wuhan Topule Biopharmaceutical Co., Ltd+86-18327326525 · [email protected]
南京康满林化工实业有限公司025-83697070 13770331960 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]
上海杰股生物科技有限公司021-51698675 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
上海皓鸿生物医药科技有限公司400-8210725 4008210725 · [email protected]
Additional notes
DefinitionChEBI: A lactol that consists of 1,4-benzoxazine bearing two hydroxy substituents at positions 2 and 4 as well as a keto group at position 3.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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