Product Name

  • Name

    Tepoxalin

  • EINECS
  • CAS No. 103475-41-8
  • Article Data6
  • CAS DataBase
  • Density 1.27 g/cm3
  • Solubility
  • Melting Point 124-126°
  • Formula C20H20ClN3O3
  • Boiling Point 572.991 °C at 760 mmHg
  • Molecular Weight 385.85
  • Flash Point 300.334 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 103475-41-8 (Tepoxalin)
  • Hazard Symbols
  • Synonyms ORF 20485;RWJ 20485;3-[1-(4-Methoxyphenyl)-5-(4-chlorophenyl)-1H-pyrazol-3-yl]-N-hydroxy-N-methylpropanamide;
  • PSA 67.59000
  • LogP 3.98150

Synthetic route

4-methoxyphenylhydrazine hydrochloride
19501-58-7

4-methoxyphenylhydrazine hydrochloride

6-(4-chlorophenyl)-4,6-dioxo-N-hydroxy-N-methylhexanamide
142791-64-8

6-(4-chlorophenyl)-4,6-dioxo-N-hydroxy-N-methylhexanamide

A

tepoxalin
103475-41-8

tepoxalin

B

3-<3-(4-chlorophenyl)-1-(4-methoxyphenyl)-5-pyrazolyl>-N-hydroxy-N-methylpropanamide
149065-93-0

3-<3-(4-chlorophenyl)-1-(4-methoxyphenyl)-5-pyrazolyl>-N-hydroxy-N-methylpropanamide

Conditions
ConditionsYield
With sodium carbonate In ethanol for 3h; Heating;A 70%
B 10%
...Expand
oxalyl dichloride
79-37-8

oxalyl dichloride

triethylamine (Et3 N)

triethylamine (Et3 N)

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

water
7732-18-5

water

3-[5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl]propionic acid
114150-42-4

3-[5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl]propionic acid

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

tepoxalin
103475-41-8

tepoxalin

Conditions
ConditionsYield
In tetrahydrofuran65%
...Expand
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

3-[5-(4-Chloro-phenyl)-1-(4-methoxy-phenyl)-1H-pyrazol-3-yl]-propionyl chloride
114151-49-4

3-[5-(4-Chloro-phenyl)-1-(4-methoxy-phenyl)-1H-pyrazol-3-yl]-propionyl chloride

tepoxalin
103475-41-8

tepoxalin

Conditions
ConditionsYield
With triethylamine In dichloromethane for 1h; Ambient temperature; Yield given;
4,6-dioxo-6-(4-chlorophenyl)hexanoic acid
111881-78-8

4,6-dioxo-6-(4-chlorophenyl)hexanoic acid

tepoxalin
103475-41-8

tepoxalin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 81 percent / Ac2O / 0.33 h / Heating
2: 87 percent / Et3N / CH2Cl2 / 16 h / Ambient temperature
3: 70 percent / Na2CO3 / ethanol / 3 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: 81 percent / Ac2O / 0.33 h / Heating
2: Et3N / CH2Cl2 / 0.5 h / Ambient temperature
3: 70 percent / Na2CO3 / ethanol / 3 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: 81 percent / Ac2O / 0.33 h / Heating
2: 16 percent / Et3N / CH2Cl2 / 0.5 h / Ambient temperature
3: 60 percent Turnov. / CH2Cl2 / 16 h
4: 70 percent / Na2CO3 / ethanol / 3 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: 81 percent / Ac2O / 0.33 h / Heating
2: 3 percent / Et3N / CH2Cl2 / 0.5 h / Ambient temperature
3: 74 percent / 10percent HCl / 1 h
4: 70 percent / Na2CO3 / ethanol / 3 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: 94 percent / NEt3 / methanol / 6 h / Ambient temperature
2: oxalyl chloride / CH2Cl2 / 3 h / Ambient temperature
3: NEt3 / CH2Cl2 / 1 h / Ambient temperature
View Scheme
5-<1-(4-chlorophenyl)-1-oxoethanylidene>-3,4-dihydrofuran-2-one
142791-63-7

5-<1-(4-chlorophenyl)-1-oxoethanylidene>-3,4-dihydrofuran-2-one

tepoxalin
103475-41-8

tepoxalin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 87 percent / Et3N / CH2Cl2 / 16 h / Ambient temperature
2: 70 percent / Na2CO3 / ethanol / 3 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: Et3N / CH2Cl2 / 0.5 h / Ambient temperature
2: 70 percent / Na2CO3 / ethanol / 3 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: 16 percent / Et3N / CH2Cl2 / 0.5 h / Ambient temperature
2: 60 percent Turnov. / CH2Cl2 / 16 h
3: 70 percent / Na2CO3 / ethanol / 3 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: 3 percent / Et3N / CH2Cl2 / 0.5 h / Ambient temperature
2: 74 percent / 10percent HCl / 1 h
3: 70 percent / Na2CO3 / ethanol / 3 h / Heating
View Scheme
O-(N-methylamino)-6-(4-chlorophenyl)-4,6-dioxohexanoate
144192-63-2

O-(N-methylamino)-6-(4-chlorophenyl)-4,6-dioxohexanoate

tepoxalin
103475-41-8

tepoxalin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 60 percent Turnov. / CH2Cl2 / 16 h
2: 70 percent / Na2CO3 / ethanol / 3 h / Heating
View Scheme
6-(4-chlorophenyl)-4-(N-hydroxy-N-methylamino)-6-oxo-N-hydroxy-N-methyl-4-hexenamide
144192-64-3

6-(4-chlorophenyl)-4-(N-hydroxy-N-methylamino)-6-oxo-N-hydroxy-N-methyl-4-hexenamide

tepoxalin
103475-41-8

tepoxalin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 74 percent / 10percent HCl / 1 h
2: 70 percent / Na2CO3 / ethanol / 3 h / Heating
View Scheme
4-methoxyphenylhydrazine hydrochloride
19501-58-7

4-methoxyphenylhydrazine hydrochloride

tepoxalin
103475-41-8

tepoxalin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 94 percent / NEt3 / methanol / 6 h / Ambient temperature
2: oxalyl chloride / CH2Cl2 / 3 h / Ambient temperature
3: NEt3 / CH2Cl2 / 1 h / Ambient temperature
View Scheme
3-[5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl]propionic acid
114150-42-4

3-[5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl]propionic acid

tepoxalin
103475-41-8

tepoxalin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: oxalyl chloride / CH2Cl2 / 3 h / Ambient temperature
2: NEt3 / CH2Cl2 / 1 h / Ambient temperature
View Scheme
hydroxamic acid

hydroxamic acid

water
7732-18-5

water

tepoxalin
103475-41-8

tepoxalin

3-[5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl]-N-hydroxy-N-methylpropanamide sodium salt monohydrate

3-[5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl]-N-hydroxy-N-methylpropanamide sodium salt monohydrate

Conditions
ConditionsYield
97%
...Expand
succinic acid anhydride
108-30-5

succinic acid anhydride

hydroxamic acid

hydroxamic acid

tepoxalin
103475-41-8

tepoxalin

3-[5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl]-N-methyl-N-succinyloxy-propanamide

3-[5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl]-N-methyl-N-succinyloxy-propanamide

Conditions
ConditionsYield
In pyridine
...Expand
2-methylmorpholine
27550-90-9

2-methylmorpholine

tepoxalin
103475-41-8

tepoxalin

chloroacetyl chloride
79-04-9

chloroacetyl chloride

3-[5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl] N-Chloroacetyloxy-N-methylpropanamide
114151-03-0

3-[5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl] N-Chloroacetyloxy-N-methylpropanamide

Conditions
ConditionsYield
In tetrahydrofuran
...Expand
N',N'-dicyclohexylcarbodiimide

N',N'-dicyclohexylcarbodiimide

dimethylaminoacetic acid
1118-68-9

dimethylaminoacetic acid

tepoxalin
103475-41-8

tepoxalin

3-[5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl]-N',N'-dimethylglycinyloxy-N-methylpropanamide

3-[5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl]-N',N'-dimethylglycinyloxy-N-methylpropanamide

Conditions
ConditionsYield
In pyridine
...Expand

Tepoxalin Chemical Properties

Empirical Formula: C20H20ClN3O3
Molecular Weight: 385.8441
Nominal Mass: 385 Da
Average Mass: 385.8441 Da
Monoisotopic Mass: 385.119319 Da 
Index of Refraction: 1.61
Molar Refractivity: 105.36 cm3
Molar Volume: 303.8 cm3
Surface Tension: 46.7 dyne/cm
Density: 1.26 g/cm3
Flash Point: 300.3 °C
Enthalpy of Vaporization: 90.34 kJ/mol
Boiling Point: 573 °C at 760 mmHg
Vapour Pressure: 5.72E-14 mmHg at 25°C
Structure of Tepoxalin (CAS NO.103475-41-8):
                          
IUPAC Name: 3-[5-(4-Chlorophenyl)-1-(4-methoxyphenyl)pyrazol-3-yl]-N-hydroxy-N-methylpropanamide
Canonical SMILES: CN(C(=O)CCC1=NN(C(=C1)C2=CC=C(C=C2)Cl)C3=CC=C(C=C3)OC)O
InChI: InChI=1S/C20H20ClN3O3/c1-23(26)20(25)12-7-16-13-19(14-3-5-15(21)6-4-14)24(22-16)17-8-10-18(27-2)11-9-17/h3-6,8-11,13,26H,7,12H2,1-2H3
InChIKey: XYKWNRUXCOIMFZ-UHFFFAOYSA-N
Product Category of Tepoxalin (CAS NO.103475-41-8): Drug / Therapeutic Agent;Antirheumatic Agents;Analgesics

Tepoxalin Uses

 Tepoxalin (CAS NO.103475-41-8) is primarily used to reduce inflammation and relief of pain caused by musculoskeletal disorders such as hip dysplasia and arthritis, and is a nonsteroidal anti-inflammatory drug approved for veterinary use (in dogs) in the United States and the European Union.

Tepoxalin Specification

 Tepoxalin , its cas register number is 103475-41-8. It also can be called Tepoxalinum ; 3-(5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl)-N-hydroxy-N-methylpropanamide ; and 5-(4-Chlorophenyl)-N-hydroxy-1-(4-methoxyphenyl)-N-methyl-1H-pyrazole-3-propanamide .

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