meclofenamic acid

Modify Date: 2024-01-06 01:04:06

meclofenamic acid Structure
meclofenamic acid structure
 Common Name meclofenamic acid
CAS Number 644-62-2 Molecular Weight 296.149
Density 1.4±0.1 g/cm3 Boiling Point 399.4±42.0 °C at 760 mmHg
Molecular Formula C14H11Cl2NO2 Melting Point 257-259ºC
MSDS N/A Flash Point 195.3±27.9 °C

 Use of meclofenamic acid


Meclofenamic acid is a nonsteroidal anti-inflammatory drug (NSAID) approved for use in arthritis (osteo and rheumatoid), analgesia (mild to moderate pain), dysmenorrhea, and heavy menstrual blood loss (menorrhagia). Meclofenamic acid is a non-selective gap-junction blocker and a highly selective inhibitor of fat mass and obesity-associated (FTO) enzyme inhibitor[1][2][3].

 Names

Name meclofenamic acid
Synonym More Synonyms

 meclofenamic acid Biological Activity

Description Meclofenamic acid is a nonsteroidal anti-inflammatory drug (NSAID) approved for use in arthritis (osteo and rheumatoid), analgesia (mild to moderate pain), dysmenorrhea, and heavy menstrual blood loss (menorrhagia). Meclofenamic acid is a non-selective gap-junction blocker and a highly selective inhibitor of fat mass and obesity-associated (FTO) enzyme inhibitor[1][2][3].
References

[1]. Conroy MC, et al. Pharmacology, pharmacokinetics, and therapeutic use of meclofenamate sodium. Clin J Pain. 1991;7 Suppl 1:S44-8.

[2]. Eleftheriou CG, et al. Meclofenamic acid improves the signal to noise ratio for visual responses produced by ectopicexpression of human rod opsin. Mol Vis. 2017 Jun 16;23:334-345. eCollection 2017.

[3]. Huang Y, et al. Meclofenamic acid selectively inhibits FTO demethylation of m6A over ALKBH5. Nucleic Acids Res. 2015 Jan;43(1):373-84.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 399.4±42.0 °C at 760 mmHg
Melting Point 257-259ºC
Molecular Formula C14H11Cl2NO2
Molecular Weight 296.149
Flash Point 195.3±27.9 °C
Exact Mass 295.016693
PSA 49.33000
LogP 6.67
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.663
Storage condition Refrigerator

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CB2900000
CHEMICAL NAME :
Anthranilic acid, N-(2,6-dichloro-m-tolyl)-
CAS REGISTRY NUMBER :
644-62-2
LAST UPDATED :
199703
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C14-H11-Cl2-N-O2
MOLECULAR WEIGHT :
296.16
WISWESSER LINE NOTATION :
QVR BMR BG FG C1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AGACBH Agents and Actions, A Swiss Journal of Pharmacology. (Birkhaeuser Verlag, POB 133, CH-4010 Basel, Switzerland) V.1- 1969/70- Volume(issue)/page/year: 7,481,1977
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
109 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 148,422,1965 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intrauterine
DOSE :
239 ng/kg
SEX/DURATION :
female 4 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea)
REFERENCE :
JRPFA4 Journal of Reproduction and Fertility. (Biochemical Soc. Book Depot, POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK) V.1- 1960- Volume(issue)/page/year: 63,365,1981
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
200 mg/kg
SEX/DURATION :
female 1 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Fertility - other measures of fertility
REFERENCE :
FESTAS Fertility and Sterility. (American Fertility Soc., 608 13th Ave. S, Birmingham, AL 35282) V.1- 1950- Volume(issue)/page/year: 38,238,1982
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intramuscular
DOSE :
2750 ug/kg
SEX/DURATION :
female 1-3 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated) Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea)
REFERENCE :
BIREBV Biology of Reproduction. (Soc. for the Study of Reproduction, 309 W. Clark St., Champaign, IL 61820) V.1- 1969- Volume(issue)/page/year: 14,451,1976
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
15 mg/kg
SEX/DURATION :
female 16 week(s) after conception
TOXIC EFFECTS :
Reproductive - Maternal Effects - parturition
REFERENCE :
JRPFA4 Journal of Reproduction and Fertility. (Biochemical Soc. Book Depot, POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK) V.1- 1960- Volume(issue)/page/year: 65,157,1982

 Safety Information

HS Code 2922499990

 Synthetic Route

2-(2,6-Dichloro-3-methylphenylamino)benzoic acid methyl ester structure

2-(2,6-Dichloro...

CAS#:3254-79-3

~%

meclofenamic acid Structure

meclofenamic acid

CAS#:644-62-2

Literature: US5462952 A1, ; US 5462952 A
2,6-dichloro-m-toluidine structure

2,6-dichloro-m-...

CAS#:64063-37-2

2-Fluorobenzoic acid structure

2-Fluorobenzoic acid

CAS#:445-29-4

~%

meclofenamic acid Structure

meclofenamic acid

CAS#:644-62-2

Literature: US2004/39208 A1, ;
2,6-dichloro-m-toluidine structure

2,6-dichloro-m-...

CAS#:64063-37-2

2-Chlorobenzoic acid structure

2-Chlorobenzoic acid

CAS#:118-91-2

~17%

meclofenamic acid Structure

meclofenamic acid

CAS#:644-62-2

Literature: Pellon, Rolando F.; Carrasco, Ramon; Marquez, Tania; Mamposo, Taimirys Tetrahedron Letters, 1997 , vol. 38, # 29 p. 5107 - 5110
1,3-bis-(2,6-dichloro-3-methyl-phenyl)-1H-quinazoline-2,4-dione structure

1,3-bis-(2,6-di...

CAS#:13625-29-1

~%

meclofenamic acid Structure

meclofenamic acid

CAS#:644-62-2

Literature: Journal of Medicinal Chemistry, , vol. 11, # 1 p. 111 - 117
2,6-dichloro-m-toluidine structure

2,6-dichloro-m-...

CAS#:64063-37-2

DIPHENYLIODONIUM-2-CARBOXYLATE MONOHYDRATE structure

DIPHENYLIODONIU...

CAS#:1488-42-2

~70%

meclofenamic acid Structure

meclofenamic acid

CAS#:644-62-2

Literature: Kovala-Demertzi, Dimitra; Staninska, Malgorzata; Garcia-Santos, Isabel; Castineiras, Alfonso; Demertzis, Mavroudis A. Journal of Inorganic Biochemistry, 2011 , vol. 105, # 9 p. 1187 - 1195
2,6-dichloro-m-toluidine structure

2,6-dichloro-m-...

CAS#:64063-37-2

potassium 2-bromobenzoate structure

potassium 2-bro...

CAS#:16497-87-3

~%

meclofenamic acid Structure

meclofenamic acid

CAS#:644-62-2

Literature: Arzneimittel-Forschung/Drug Research, , vol. 33, # 4 A p. 621 - 627
Movens structure

Movens

CAS#:6385-02-0

~%

meclofenamic acid Structure

meclofenamic acid

CAS#:644-62-2

Literature: Crystal Growth and Design, , vol. 12, # 4 p. 2023 - 2036

 Customs

HS Code 2922499990
Summary HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

 Synonyms

meclofenamate
Benzoic acid, 2-((2,6-dichloro-3-methylphenyl)amino)-
2-(2,6-dichloro-3-methylanilino)benzoic acid
2-[(2,6-Dichloro-3-methylphenyl)amino]benzoic acid
Benzoic acid, 2-[(2,6-dichloro-3-methylphenyl)amino]-
meclofenamic acid
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