Talniflumate

Modify Date: 2024-01-14 18:16:09

Talniflumate Structure
Talniflumate structure
 Common Name Talniflumate
CAS Number 66898-62-2 Molecular Weight 414.334
Density 1.5±0.1 g/cm3 Boiling Point 534.6±50.0 °C at 760 mmHg
Molecular Formula C21H13F3N2O4 Melting Point 165-167ºC
MSDS N/A Flash Point 277.1±30.1 °C

 Use of Talniflumate


Talniflumate (BA 7602-06) is the prodrug of Niflumic acid (HY-B0493), exerting its activity in the body through conversion to niflumic acid by esterase[1]. Talniflumate is an orally active ca2+-activated Cl- channel (CaCC) blocker. Talniflumate can be used as an analgesic and anti-inflammatory agent in cystic fibrosis mouse model of distal intestinal obstructive syndrome[2].

 Names

Name (3-oxo-1H-2-benzofuran-1-yl) 2-[3-(trifluoromethyl)anilino]pyridine-3-carboxylate
Synonym More Synonyms

 Talniflumate Biological Activity

Description Talniflumate (BA 7602-06) is the prodrug of Niflumic acid (HY-B0493), exerting its activity in the body through conversion to niflumic acid by esterase[1]. Talniflumate is an orally active ca2+-activated Cl- channel (CaCC) blocker. Talniflumate can be used as an analgesic and anti-inflammatory agent in cystic fibrosis mouse model of distal intestinal obstructive syndrome[2].
Related Catalog
Target

IC50: ca2+-activated Cl- channel (CaCC)[1]
In Vivo Talniflumate (oral chow; 0.4 mg/g; 21 days) significantly increases CF mouse survival from 26 to 77%. It does not alter crypt goblet cell numbers or change intestinal expression of mCLCA3 but tends to decrease crypt mucoid impaction[1]. Animal Model: CF mice with distal intestinal obstructive syndrome (DIOS)[1] Dosage: 0.4 mg/g Administration: Oral chow; 21 days Result: Increased survival in a cystic fibrosis mouse model of distal intestinal obstructive syndrome.
References

[1]. Hyun-Ji Kim, et al. Pharmacokinetics of talniflumate, a prodrug of niflumic acid, following oral administration to man. Archives of Pharmacal Research volume 19, Article number: 297 (1996)

[2]. Mollereau, et al. Agonist and Antagonist Activities on Human NPFF(2) Receptors of the NPY Ligands GR231118 and BIBP3226. Br J Pharmacol.2001 May;133(1):1-4.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 534.6±50.0 °C at 760 mmHg
Melting Point 165-167ºC
Molecular Formula C21H13F3N2O4
Molecular Weight 414.334
Flash Point 277.1±30.1 °C
Exact Mass 414.082733
PSA 77.52000
LogP 5.59
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.625

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QT2999200
CHEMICAL NAME :
Nicotinic acid, 2-(alpha,alpha,alpha-trifluoro-m-toluidino)-, phthalidyl ester
CAS REGISTRY NUMBER :
66898-62-2
LAST UPDATED :
199612
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C21-H13-F3-N2-O4
MOLECULAR WEIGHT :
414.36
WISWESSER LINE NOTATION :
T56 BVO DHJ DOV- CT6NJ BMR CXFFF

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 :
12 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRPSAX Farmaco, Edizione Scientifica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 36,372,1981
TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 4,448,1979
TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>4 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 4,448,1979

 Safety Information

HS Code 2934999090

 Synthetic Route

3-BROMO PHTHALIDE structure

3-BROMO PHTHALIDE

CAS#:6940-49-4
Niflumic acid structure

Niflumic acid

CAS#:4394-00-7

~78%

Talniflumate Structure

Talniflumate

CAS#:66898-62-2
Literature: Los, M.; Boned, J. E.; Piccinali, C. Farmaco. Prat., 1981 , vol. 36, # 5 p. 372 - 385
3-(Trifluoromethyl)aniline structure

3-(Trifluoromet...

CAS#:98-16-8
2-cloronicotino de ftalidilo structure

2-cloronicotino...

CAS#:73791-49-8

~51%

Talniflumate Structure

Talniflumate

CAS#:66898-62-2
Literature: Los, M.; Boned, J. E.; Piccinali, C. Farmaco. Prat., 1981 , vol. 36, # 5 p. 372 - 385
2-Chloronicotinic acid structure

2-Chloronicotin...

CAS#:2942-59-8

~%

Talniflumate Structure

Talniflumate

CAS#:66898-62-2
Literature: Farmaco. Prat., , vol. 36, # 5 p. 372 - 385
3-BROMO PHTHALIDE structure

3-BROMO PHTHALIDE

CAS#:6940-49-4

~%

Talniflumate Structure

Talniflumate

CAS#:66898-62-2
Literature: Farmaco. Prat., , vol. 36, # 5 p. 372 - 385

 Customs

HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

3-oxo-1,3-dihydro-2-benzofuran-1-yl 2-{[3-(trifluoromethyl)phenyl]amino}pyridine-3-carboxylate
Talniflumate
2-[[3-(Trifluoromethyl)phenyl]amino]-3-pyridinecarboxylic Acid 1,3-Dihydro-3-oxo-1-isobenzofuranyl Ester
Phthalidyl 2-(a,a,a-Trifluoro-m-toluidino)nicotinate
3-Pyridinecarboxylic acid, 2-[[3-(trifluoromethyl)phenyl]amino]-, 1,3-dihydro-3-oxo-1-isobenzofuranyl ester
Lomucin
Somalgen
Purotoxin 1
BA 7602-06
3-Oxo-1,3-dihydro-2-benzofuran-1-yl 2-{[3-(trifluoromethyl)phenyl]amino}nicotinate
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