Basic information
- Standard SMILES
O=C(O)c1cccc(Oc2ccccc2)c1- InChIKey
NXTDJHZGHOFSQG-UHFFFAOYSA-N- Molecular formula
- C13H10O3
- Average molar mass
- 214.22 g/mol
- Monoisotopic mass
- 214.06299418
Overview
3-phenoxybenzoic acid is a phenoxybenzoic acid in which the phenoxy group is meta to the carboxy group. It is a metabolite of pyrethroid insecticides. It has a role as a human xenobiotic metabolite and a marine xenobiotic metabolite.
Names & identifiers
- Preferred name
- 3-Phenoxybenzoic acid
- IUPAC
- 3-phenoxybenzoic acid
- English name
- 3-Phenoxybenzoic acid
- Molecular formula
- C13H10O3
- Molecular weight
- 214.22
Names & synonyms
3-Phenoxybenzoic acid3739-38-6m-Phenoxybenzoic acidBenzoic acid, 3-phenoxy-3-PBABENZOIC ACID, m-PHENOXY-DTXSID1038321CHEBI:72631m-(phenyloxy)benzoic acid69DC2655VHDTXCID9018321RefChem:504780
Show more names
3-phenoxybenzoicRARECHEM AL BE 0058m-phenoxy-benzoicaci3-phenoxy-benzoicaciPermethrin Impurity 1Permethrin Impurity 9Permethrin Impurity 133-PhenoxybenzoicAcid>
223-121-2MFCD00002498M-PHENOXYBENZOIC ACID FOR CIS-ISOMER3-Phenoxy-benzoic acid3-PBAc3-PhOC6H4COOHCHEMBL663Cambridge id 5155939
Database identifiers
- CAS
3739-38-6- PubChem CID
- 19539
- DTXSID
DTXSID1038321- ChEMBL
CHEMBL663- ChEBI
CHEBI:72631- UNII
- 69DC2655VH
- EC Number
- 223-121-2
- Nikkaji
- J60.232I
Properties
Computed structural properties
- XLogP
- 3.9
- Topological polar surface area
- 46.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 233
Experimental & physicochemical properties
Pesticides
Pesticides -> Insecticides -> Pyrethroid insecticides -> Pyrethroid ester insecticides -> Transformation products
Pesticide -> transformation product
Environmental transformation -> Pesticide transformation products (metabolite, successor)
Pesticide degradation product
LogP
3.91
3.6
Melting Point149 - 150 °C
Physical DescriptionSolid
Collision Cross Section
155.6 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID1038321]
155.84 Ų [M-H]-
Physicochemical properties
- Melting point
- 147 · 147-149 °C (lit.)
- Boiling point
- 314.35 °C · 314.35°C (rough estimate)
- Density
- 1.1956 · 1.1956 (rough estimate)
- refractive index
- 1.509 · 1.5090 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 3.95 · 3.95(at 25℃)
- form
- Solid
- color
- White to Off-White
- Water Solubility
- It is soluble in water.
- BRN
- 2105574 · 2105574
- InChI
- InChI=1S/C13H10O3/c14-13(15)10-5-4-8-12(9-10)16-11-6-2-1-3-7-11/h1-9H,(H,14,15)
- InChIKey
- NXTDJHZGHOFSQG-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C1=CC=CC(OC2=CC=CC=C2)=C1
- CAS DataBase Reference
- 3739 · 3739-38-6(CAS DataBase Reference)
- FDA UNII
- 69 DC2655VH · 69DC2655VH
- EPA Substance Registry System
- 3 · Benzoic acid, 3-phenoxy- (3739-38-6)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- 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
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36-37/39
- RIDADR
- 3077 · 3077
- WGK Germany
- 3 · 3
- RTECS
- 6293500 · DH6293500
- HazardClass
- 9 · 9
- HS Code
- 29189090 · 29189090
- Storage Class
- 11 · 11 - Combustible Solids
- Toxicity
- 50 · mouse,LD50,intraperitoneal,350mg/kg (350mg/kg),Journal of Agricultural and Food Chemistry. Vol. 25, Pg. 9, 1977.
- Limited Quantities
- 5 kg · 5.0 kg (11 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 73 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationHazard Traits - Developmental Toxicity; Endocrine Toxicity; Neurotoxicity; Other Toxicological Hazard Traits; Reproductive Toxicity
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Toxicology
USGS Health-Based Screening Levels for Evaluating Water-Quality
3-Phenoxybenzoic acid
68873
Pesticide degradation product
Smith, C.D. and Nowell, L.H., 2024. Health-Based Screening Levels for evaluating water-quality data (3rd ed.). DOI:10.5066/F71C1TWP
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- rtecs
- DH6293500
- ridadr
- 3077
- hs_code
- 29189090
- Toxicity
- mouse,LD50,intraperitoneal,350mg/kg (350mg/kg),Journal of Agricultural and Food Chemistry. Vol. 25, Pg. 9, 1977.
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36-37/39
- hazard_class
- 9
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Limited Quantities
- 5.0 kg (11 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Pharmacology
Metabolism/Metabolites3-Phenoxybenozoic acid has known human metabolites that include 3-Phenoxybenzoic acid glucuronide and 3-Phenoxybenzoylglycine.
MeSH Pharmacological Classification
Specific effects of drugs and substances on metabolic pathways such as those occurring through the CYTOCHROME P-450 ENZYME SYSTEM. These include effects that often result in DRUG INTERACTIONS; FOOD-DRUG INTERACTIONS; and HERB-DRUG INTERACTIONS.
Cellular LocationsMembrane
Uses & manufacturing
Use Classification
Pesticides -> Insecticides -> Pyrethroid insecticides -> Pyrethroid ester insecticides -> Transformation products
Environmental transformation -> Pesticide transformation products (metabolite, successor)
Transformation products
Applications
Uses3-Phenoxybenzoic acid was used as standard in the determination of urinary residues of 3-phenoxybenzoic acid by GLC with electron-capture detection method. It was also used in the synthesis of poly(ether-ketones).
Uses3-Phenoxybenzoic Acid, can be used in the preparation of widely used insecticides, such as Permethrin (P288500). which is a synthetic chemical, used as an insecticide, acaricide, and insect repellent.
Upstream & downstream products
Downstream products
Suppliers50 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
上海策嵘生物科技有限公司[email protected]
盐城通铭生物科技有限公司15195160625 · [email protected]
安徽勇晟医药科技有限公司181-3307-5798 18017383231 · [email protected]
常州市阿尔捷化工商贸有限公司13813686894 · [email protected]
安徽合诺生物科技有限公司0555-2761852
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Syntechem Co.,Ltd[email protected]
韶远科技（上海）有限公司021-50795510 4000665055 · [email protected]
北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
阿法埃莎（中国）化学有限公司400-6106006 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
武汉凯威斯科技有限公司86-027-67849912 · [email protected]
常州安轩化工有限公司13912302692 · [email protected]
梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]
安徽合诺生物科技有限公司18455579438
上海相辉医药科技有限公司13761987713 · [email protected]
苏州新瑞生物科技有限公司13401437572 · [email protected]
湖北广奥生物科技有限公司027-02702759223056 18162699093 · [email protected]
武汉丰泰威远科技有限公司+86-27-8746-5837 +86-18627785180 · [email protected]
武汉丰泰威远科技有限公司027-87465837 19945049750 · [email protected]
上海稳同科技有限公司02151600108 13062666369 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
上海健超生物科技有限公司15021035486 18081542813 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
赛默飞世尔科技（中国）有限公司800-810-5118 · [email protected]
北京伊诺凯科技有限公司400-810-7969 010-59572699 · [email protected]
上海遐瑞医药科技有限公司+86 21 61551611
江苏艾康生物医药研发有限公司025-66113011 13913916777 · [email protected]
上海健超生物科技有限公司150-2103-5486 18017383231 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
上海睿升化工科技有限公司+86-021-50935922
苏州亚科科技股份有限公司0512-87182055 13451648594 · [email protected]
上海倍卓生物科技有限公司021-61119791,13386096464 · [email protected]
上海湄水化工科技有限公司021-60549325 18616193163
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
北京奥秘佳得医药科技有限公司+86-13522808617 · [email protected]
陕西缔都医药化工有限公司+86-029-81138252 +86-173 9270 1263 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
上海鑫圭生物科技有限公司15121041756 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
TargetMol中国（陶术生物）021-021-33632979 15002134094 · [email protected]
Additional notes
DefinitionChEBI: A phenoxybenzoic acid in which the phenoxy group is meta to the carboxy group. It is a metabolite of pyrethroid insecticides.
Related reactions
49 records
Linked notes
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