Basic information
- Standard SMILES
Cc1cc(C(=O)O)no1- InChIKey
BNMPIJWVMVNSRD-UHFFFAOYSA-N- Molecular formula
- C5H5NO3
- Average molar mass
- 127.1 g/mol
- Monoisotopic mass
- 127.02694302
Overview
N1 same as NM; RN given refers to parent cpd
Names & identifiers
- Preferred name
- 3-Methyl-5-isoxazolecarboxylic acid
- IUPAC
- 5-methyl-1,2-oxazole-3-carboxylic acid
- English name
- 5-Methylisoxazole-3-carboxylic acid
- Molecular formula
- C5H5NO3
- Molecular weight
- 127.1
Names & synonyms
RefChem:503976225-454-93-Methyl-5-isoxazolecarboxylic acid4857-42-55-carboxy-3-methylisoxazole5-Methylisoxazole-3-carboxylic acid3405-77-45-methyl-1,2-oxazole-3-carboxylic acidMFCD013181625-methyl-3-isoxazolecarboxylic acid3-ISOXAZOLECARBOXYLIC ACID, 5-METHYL-3-CARBOXY-5-METHYLISOXAZOLE
Show more names
5-Methylisooxazole-3-carboxylic acidAKOS PAO-1374BUTTPARK 27\08-47TIMTEC-BB SBB0054375-Methyl-isoxazol-3-carboxylic acid5-Methyl-3-isooxazolecarboxylic acid3-Isoxazolecarboxylicacid, 5-Methyl-
1267623-84-6EINECS 222-289-4UNII-YZP807C30GYZP807C30GSTR04361EINECS 225-454-9STK260850AKOS000263471
Database identifiers
- CAS
3405-77-4、4857-42-5- PubChem CID
- 76947
- DTXSID
DTXSID10878772- UNII
- YZP807C30G
- EC Number
- 222-289-4、225-454-9
- Nikkaji
- J24.399J
Properties
Computed structural properties
- XLogP
- 0.7
- Topological polar surface area
- 63.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 125
Experimental & physicochemical properties
LogP0.68
Physicochemical properties
- Melting point
- 168 °C · 168 °C
- Boiling point
- 312.5 · 312.5±22.0 °C(Predicted)
- Density
- 1.348 · 1.348±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 3.46 · 3.46±0.10(Predicted)
- color
- Off-White to Pale Beige
- BRN
- 114094 · 114094
- InChI
- InChI=1S/C5H5NO3/c1-3-2-4(5(7)8)6-9-3/h2H,1H3,(H,7,8)
- InChIKey
- BNMPIJWVMVNSRD-UHFFFAOYSA-N
- SMILES
- O1C(C)=CC(C(O)=O)=N1
- CAS DataBase Reference
- 3405 · 3405-77-4(CAS DataBase Reference)
- FDA UNII
- 807 C30G · YZP807C30G
- 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-P280a-P304+P340-P305+P351+P338-P405-P501a
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-37/39
- WGK Germany
- 3 · 3
- HazardClass
- IRRITANT
- HS Code
- 29339900 · 29339900
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 10% (1 of 10) of reports.
Warning
H315 (90%): 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 10 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
Hazard information
Regulatory InformationChemical: 3-Isoxazolecarboxylic acid, 5-methyl-
Other Safety InformationEvaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia
Hazard Classes and Categories
Skin Irrit. 2 (90%)
Acute Tox. 4 (20%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29339900
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-37/39
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Chemistry & industry
Applications
Uses5-Methylisoxazole-3-carboxylic Acid is a metabolite of UTL-5b, a structural analog of the anti-arthritic drug, Leflunomide (L322750).
UsesReactant for:Click/aza-Michael or Click/oligomeric alkyl carbodiimide esterification reactionsPreparation of aminopyrazole amide derivatives as Raf kinase inhibitors in melanoma cellsPreparation of trifluoromethoxyphenyl(thiazolyl)pyrroles and other heterocycle-bearing polyfunctionalized pyrroles via chain heterocyclization
UsesReactant for:• ;Click/aza-Michael or Click/oligomeric alkyl carbodiimide esterification reactions1• ;Preparation of aminopyrazole amide derivatives as Raf kinase inhibitors in melanoma cells2• ;Preparation of trifluoromethoxyphenyl(thiazolyl)pyrroles and other heterocycle-bearing polyfunctionalized pyrroles via chain heterocyclization3
Upstream & downstream products
Upstream raw materials
Downstream products
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Related reactions
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