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103475-41-8

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103475-41-8 Usage

Chemical Properties

Off-White Solid

Uses

Different sources of media describe the Uses of 103475-41-8 differently. You can refer to the following data:
1. Tepoxalin is non-steroidal anti-inflammatory drug (NSAID) with potent anti-inflammatory and analgesic properties approved for veterinary use. It has inhibitory effect on cyclooxygenase and 5-lipxygenase activity a s well as inhibiting the production of cytokines in peripheral cells outside the CNS.
2. Non-steroidal anti-inflammatory drug (NSAID) with potent anti-inflammatory and analgesic properties approved for veterinary use. It has inhibitory effect on cyclooxygenase and 5-lipxygenase activity as well as inhibiting the production of cytokines in peripheral cells outside the CNS.

Definition

ChEBI: A hydroxamic acid obtained by formal condensation of the carboxy group of 3-[5-(4-chlorophenyl)-1-(4-methoxyphenyl)pyrazol-3-yl]propanoic acid with the amino group of N-methylhydroxylamine. It is used in veterinary medicine for the contr l of pain and inflammation caused by musculoskeletal disorders such as hip dysplasia and arthritis in dogs.

Veterinary Drugs and Treatments

Tepoxalin is indicated for the treatment of pain and inflammation associated with osteoarthritis in dogs. Because of the drug’s inhibitory effects on leukotrienes, there is interest in seeing if it would be beneficial in the adjunctive treatment of allergic conditions in dogs.

Check Digit Verification of cas no

The CAS Registry Mumber 103475-41-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,3,4,7 and 5 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 103475-41:
(8*1)+(7*0)+(6*3)+(5*4)+(4*7)+(3*5)+(2*4)+(1*1)=98
98 % 10 = 8
So 103475-41-8 is a valid CAS Registry Number.
InChI:InChI=1/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

103475-41-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name tepoxalin

1.2 Other means of identification

Product number -
Other names 3-[5-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl]-N-hydroxy-N-methylpropanamide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:103475-41-8 SDS

103475-41-8Synthetic 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%
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%
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%
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
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
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

103475-41-8Relevant articles and documents

Process for preparing 1,5-diaryl-3-substituted pyrazoles

-

, (2008/06/13)

A process for making a compound of formula I wherein the substituents are as described in the specification comprising reacting a ketone of formula II with succinic anhydride and an alkoxide base to form a compound of formula III which is reacted with a compound of formula IV to form a compound of V and reacting with an alcohol to form the corresponding ester of formula VI and reacting the ester with N-methylhydroxylamine.

A Facile Synthesis of Tepoxalin, 5-(4-Chlorophenyl)-N-hydroxy-1-(4-methoxyphenyl)-N-methyl-1H-pyrazole-3-propanamide

Murray, William V.,Hadden, Susan K.

, p. 6662 - 6663 (2007/10/02)

-

Regioselective synthesis of a 1,5-disubstituted pyrazole

-

, (2008/06/13)

A highly regioselective synthesis of pyrazoles from a mono-substituted hydrazine and a β-dicarbonyl compound wherein a carboxylic acid moiety is present on the substituent attached to one of the carbonyls. For example, compounds of the formula (I) are formed in marked preference to isomers of formula (IV): STR1

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