Basic information
- CAS
77732-09-3- Standard SMILES
COCC(=O)N(c1c(C)cccc1C)N1CCOC1=O- InChIKey
UWVQIROCRJWDKL-UHFFFAOYSA-N- Molecular formula
- C14H18N2O4
- Average molar mass
- 278.3 g/mol
- Monoisotopic mass
- 278.12665706
Overview
Oxadixyl is an oxazolidinone that is N-(2,6-dimethylphenyl)-2-methoxyacetamide in which the amide hydrogen is replaced by a 2-oxo-1,3-oxazolidin-3-yl group. A systemic fungicide used to treat seeds of a variety of food crops, as well as lawns. It has a role as an agrochemical. It is an ether, a carbohydrazide, an oxazolidinone, an aromatic amide and an anilide fungicide.
Names & identifiers
- Preferred name
- Oxadixyl
- IUPAC
- N-(2,6-dimethylphenyl)-2-methoxy-N-(2-oxo-1,3-oxazolidin-3-yl)acetamide
- English name
- Oxadixyl
- Molecular formula
- C14H18N2O4
- Molecular weight
- 278.3
Names & synonyms
OXADIXYL77732-09-3SandofanRecoilRipostWakilSAN 371FSAN 371M 10797DTXSID2032631N-(2,6-Dimethylphenyl)-2-methoxy-N-(2-oxo-3-oxazolidinyl)acetamideSAN-371F
Show more names
ANCHORmetoxazonm10797san371san371fASN 371-F
2-Methoxy-N-(2-oxo-1,3-oxazolidin-3-yl)acet-2',6'-xylidide236CMA8A122-Methoxy-N-(2-oxo-1,3-oxazolidine-3-yl)-acet-2,6-xylidineDTXCID0012631CHEBI:81937RefChem:1687802-methoxy-N-(2,6-dimethylphenyl)-N-(2-oxo-3-oxazolidinyl)acetamideN-(2,6-DIMETHYLPHENYL)-2-METHOXY-N-(2-OXOOXAZOLIDIN-3-YL)ACETAMIDE
Database identifiers
- CAS
77732-09-3- PubChem CID
- 53735
- DTXSID
DTXSID2032631- ChEMBL
CHEMBL1864998- ChEBI
CHEBI:81937- UNII
- 236CMA8A12
- EC Number
- 616-492-0
- Nikkaji
- J364.556H
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 59.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 364
Experimental & physicochemical properties
Pesticides
Fungicides
Active substance -> EU Pesticides database: Not approved
Pesticides -> Fungicides
Fungicides
Pesticide (Oxadixyl) -> USDA PDB
LogP0.73
Vapor Pressure0.00000002 [mmHg]
Physical DescriptionColorless solid; [Merck Index] Colorless crystalline solid; [Dr. Ehrenstorfer GmbH MSDS]
Collision Cross Section
167.1 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID2032631]
156.19 Ų [M]+ [CCS Type: TW; Buffer gas: N2; Ionization: GC-APCI+]
158.81 Ų [M+H]+
Physicochemical properties
- Melting point
- 104 · 104-105 °C
- Boiling point
- 421.12 °C · 421.12°C (rough estimate)
- Density
- 1.1674 · 1.1674 (rough estimate)
- refractive index
- 1.55 · 1.5500 (estimate)
- Flash point
- 100 °C · >100 °C
- storage temp.
- 0 · 0-6°C
- pka
- 1.16 · 1.16±0.20(Predicted)
- Water Solubility
- 3.4 mg/L · 3.4 mg/L at 25 ºC
- Merck
- 13 · 13,6976
- BRN
- 7098783 · 7098783
- Henry's Law Constant
- 2 · 2.0×106 mol/(m3Pa) at 25℃, Ebert et al. (2023)
- Major Application
- agricultureenvironmental
- InChI
- 1S/C14H18N2O4/c1-10-5-4-6-11(2)13(10)16(12(17)9-19-3)15-7-8-20-14(15)18/h4-6H,7-9H2,1-3H3
- InChIKey
- UWVQIROCRJWDKL-UHFFFAOYSA-N
- SMILES
- COCC(=O)N(N1CCOC1=O)c2c(C)cccc2C
- LogP
- 0.8 · 0.800
- CAS DataBase Reference
- 77732 · 77732-09-3(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 236 CMA8A12 · 236CMA8A12
- NIST Chemistry Reference
- 2 · Acetamide, n-(2,6-dimethylphenyl)-2-methoxy-n-(2-oxo-3-oxazolidinyl)-(77732-09-3)
- EPA Substance Registry System
- Oxadixyl (77732-09-3)
- Pesticides Freedom of Information Act (FOIA)
- Oxadixyl
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302
- Precautionary statements
- 264 · P264-P270-P301+P312+P330-P501
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xn
- Risk Statements
- 22 · 22
- WGK Germany
- 3 · 3
- RTECS
- 8131400 · AB8131400
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 Oral · Acute Tox. 4 Oral
- Toxicity
- 50 in · LD50 in female rats (mg/kg): 1860 orally; >2000 dermally (Gisi)
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P273, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 76 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
2002/2076
Oxadixyl: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - Acetamide, N-(2,6-dimethylphenyl)-2-methoxy-N-(2-oxo-3-oxazolidinyl)-: Environment tier I assessment
Hazards Summary
Causes changes in liver weight, other liver changes, and weight loss in 2-year oral study of rats; [RTECS] Harmful by ingestion, inhalation, and skin absorption; Vapors and/or dust can cause eye injury on repeated exposure; [Dr. Ehrenstorfer GmbH MSDS]
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- rtecs
- AB8131400
- Toxicity
- LD50 in female rats (mg/kg): 1860 orally; >2000 dermally (Gisi)
- risk_code
- 22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312+P330-P501
Chemistry & industry
Uses & manufacturing
Uses
An oxizolidinone systemic fungicide; [Merck Index] Used as systemic fungicide for seed treatment of various food crops; Also used on vetch (flowering plants in the legume family), golf courses, and residential lawns; [Reference #1]
Registration for use in the US voluntarily cancelled in 2001; Registrants requested cancellation due to a drop in demand; [Reference #1]
Farming (Pesticides) [Category: Industry]
Use ClassificationFungicides
Applications
UsesOxadixyl is a pesticide residue used for the detection of pesticides in vegetation.
UsesFungicide.
Upstream & downstream products
Upstream raw materials
Suppliers47 total
陕西缔都新材料有限公司81124267 17392282731 · [email protected]
Qingdao Trust Agri Chemical Co.,Ltd+86-008615963231493 +86-008613573296305 · [email protected]
梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]
上海艾梯西生物科技有限公司18721763493
上海毕楷科技有限公司18516304666
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
成都思天德生物科技有限公司028-83243028 19136088901 · [email protected]
南京生利德生物科技有限公司025-57798810 18652991625 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
湖北巨胜科技有限公司027-59599241 18871490274 · [email protected]
深圳振强药物研发有限公司+86-0755-66853366 +86-13670046396 · [email protected]
天津阿尔塔科技有限公司022-6537-8550 15522853686 · [email protected]
湖北赛恩斯化工有限公司15994282563 15994282563 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
HANGZHOU LEAP CHEM CO., LTD.+86-571-87711850 +86-15355479329 · [email protected]
厦门志信化学有限公司+86-5922680277 +86-13806087780 · [email protected]
广东翁江化学试剂有限公司0751-2886766 13927870850 · [email protected]
上海西陇生化科技有限公司021-52907766-8042
上海源叶生物科技有限公司13636370518 · [email protected]
上海颖心实验室设备有限公司021-021-59178156 15300768757 · [email protected]
山东西亚化学有限公司4009903999 13395398332 · [email protected]
南京罗迈美生物科技有限公司[email protected]
上海沃见生物科技有限公司[email protected] 1801605789
上海泰坦科技股份有限公司18616708014 · [email protected]
深圳市丽晶生化科技有限公司0755-85201366 18938635012 · [email protected]
江苏艾康生物医药研发有限公司025-66061636 19370895928 · [email protected]
厦门盈融达化工有限公司+86-0592-6210733 · [email protected]
career henan chemical co+86-0371-86658258 · [email protected]
北京坛墨质检科技有限公司010-52889049 · [email protected]
北京沃凯生物科技有限公司010-62971590 18548936886 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 · [email protected]
爆牛贸易重庆有限公司+86-023-6139-8061 +86-86-13650506873 · [email protected]
常州翔龙医药科技有限公司18661161657 · [email protected]
XIAMEN AMITY INDUSTRY AND TRADE CO., LTD.+8618950047208 · [email protected]
SHANGHAI KEAN TECHNOLOGY CO., LTD.+8613817748580 · [email protected]
SUZHOU SENFEIDA CHEMICAL CO.,LTD+86-0512-83500002 +86-15195660023 · [email protected]
上海安谱实验科技股份有限公司18502138905 · [email protected]
上海杰股生物科技有限公司021-51698675 · [email protected]
南京枫景晴生物科技有限公司15062262630 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
武汉青衫合源生物科技有限公司027-18327024450 18327024450 · [email protected]
Hefei TNJ Chemical Industry Co.,Ltd.+86-0551-65418684 +86-18949823763 · [email protected]
南京世洲生物科技有限公司17301488900 · [email protected]
上海鼓臣生物技术有限公司021-34675735 19147740836 · [email protected]
Henan Fengda Chemical Co., Ltd+86-371-86557731 +86-13613820652 · [email protected]
Additional notes
DefinitionChEBI: An oxazolidinone that is N-(2,6-dimethylphenyl)-2-methoxyacetamide in which the amide hydrogen is replaced by a 2-oxo-1,3-oxazolidin-3-yl group. A systemic fungicide used to treat seeds of a variety of food crops, as well as lawns.
Related reactions
7 records
Compound notes
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