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25451-15-4

25451-15-4 structure
25451-15-4 structure
  • Name: felbamate
  • Chemical Name: felbamate
  • CAS Number: 25451-15-4
  • Molecular Formula: C11H14N2O4
  • Molecular Weight: 238.240
  • Catalog: API Nervous system medication Antiepileptic and anticonvulsant
  • Create Date: 2018-09-14 15:57:01
  • Modify Date: 2024-01-02 08:14:45
  • Felbamate (FBM) is a potent nonsedative anticonvulsant whose clinical effect may be related to the inhibition of N-methyl-D-aspartate (NMDA) .Target: NMDA ReceptorFelbamate (marketed under the brand name Felbatol by MedPointe) is an anti-epileptic drug used in the treatment of epilepsy. It is used to treat partial seizures (with and without generalization) in adults and partial and generalized seizures associated with Lennox-Gastaut syndrome in children. However, an increased risk of potentially fatal aplastic anemia and/or liver failure limit the drugs usage to severe refractory epilepsy.Felbamate has been proposed to a unique dual mechanism of action as a positive modulator of GABAA receptors and as a blocker of NMDA receptors, particularly isoforms containing the NR2B subunit. Although it is clear that felbamate does cause pharmacological inhibition of NMDA receptor of relevance of NMDA receptor blockade as a strategy for the treatment of human epilepsy has been questioned. Therefore, the importance of the effects of felbamate on NMDA receptors to its therapeutic action in epilepsy is uncertain.
Name felbamate
Synonyms Felbatol
3-propanediol dicarbamate
EINECS 247-001-4
Felbamatum
Felbamato
1,3-Propanediol,2-phenyl-,dicarbamate
1,3-bis-carbamoyloxy-2-phenyl-propane
1,3-Bis-carbamoyloxy-2-phenyl-propan
MFCD00865296
2-Phenyl-1,3-propanediyl dicarbamate
felbamate
Felbamyl
(3-carbamoyloxy-2-phenylpropyl) carbamate
Carbamic acid,2-phenyltrimethylene ester
1,3-Propanediol, 2-phenyl-, dicarbamate
Taloxa
2-Phenylpropane-1,3-diyl dicarbamate
2-phenyl-1,3-propanediol dicarbamate
Description Felbamate (FBM) is a potent nonsedative anticonvulsant whose clinical effect may be related to the inhibition of N-methyl-D-aspartate (NMDA) .Target: NMDA ReceptorFelbamate (marketed under the brand name Felbatol by MedPointe) is an anti-epileptic drug used in the treatment of epilepsy. It is used to treat partial seizures (with and without generalization) in adults and partial and generalized seizures associated with Lennox-Gastaut syndrome in children. However, an increased risk of potentially fatal aplastic anemia and/or liver failure limit the drugs usage to severe refractory epilepsy.Felbamate has been proposed to a unique dual mechanism of action as a positive modulator of GABAA receptors and as a blocker of NMDA receptors, particularly isoforms containing the NR2B subunit. Although it is clear that felbamate does cause pharmacological inhibition of NMDA receptor of relevance of NMDA receptor blockade as a strategy for the treatment of human epilepsy has been questioned. Therefore, the importance of the effects of felbamate on NMDA receptors to its therapeutic action in epilepsy is uncertain.
Related Catalog
References

[1]. Kuo CC, et al. Use-dependent inhibition of the N-methyl-D-aspartate currents by felbamate: a gating modifier with selective binding to the desensitized channels. Mol Pharmacol. 2004 Feb;65(2):370-80.

[2]. Harty TP, et al. Felbamate block of recombinant N-methyl-D-aspartate receptors: selectivity for the NR2B subunit. Epilepsy Res. 2000 Mar;39(1):47-55.
Density 1.3±0.1 g/cm3
Boiling Point 511.9±50.0 °C at 760 mmHg
Melting Point 148-1500C
Molecular Formula C11H14N2O4
Molecular Weight 238.240
Flash Point 288.4±26.4 °C
Exact Mass 238.095352
PSA 104.64000
LogP 1.20
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.559
Storage condition Store at RT
Water Solubility alcohol: soluble

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TZ1070000
CHEMICAL NAME :
1,3-Propanediol, 2-phenyl-, dicarbamate
CAS REGISTRY NUMBER :
25451-15-4
BEILSTEIN REFERENCE NO. :
3345236
LAST UPDATED :
199806
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C11-H14-N2-O4
MOLECULAR WEIGHT :
238.27
WISWESSER LINE NOTATION :
ZVO1YR&1OVZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
140 mg/kg
TOXIC EFFECTS :
Behavioral - sleep
REFERENCE :
PECAE5 Pediatric Emergency Care. (Williams & Wilkins, 428 E. Preston St., Baltimore, MD 21202) V.1- 1985- Volume(issue)/page/year: 11,369,1995
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
1296 mg/kg/18D-I
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - effect, not otherwise specified Gastrointestinal - other changes Skin and Appendages - dermatitis, other (after systemic exposure)
REFERENCE :
PHPYDQ Pharmacotherapy (Carlisle, MA). (Pharmacotherapy Pub., Inc., 112 School St., Carlisle, MA 01741) V.1- 1981- Volume(issue)/page/year: 15,260,1995
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>5 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: 11,931,1986
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>5 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: 11,931,1986
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
4 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 12,462,1969
Symbol GHS02 GHS06 GHS08
GHS02, GHS06, GHS08
Signal Word Danger
Hazard Statements H225-H301 + H311 + H331-H370
Precautionary Statements P210-P260-P280-P301 + P310-P311
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR UN1230 - class 3 - PG 2 - Methanol
WGK Germany 2
RTECS TZ1070000
HS Code 2924299090
1570-95-2 structure

1570-95-2

917-61-3 structure

917-61-3

~%

25451-15-4 structure

25451-15-4

Literature: WO2012/32508 A1, ; Page/Page column 6 ;
211506-14-8 structure

211506-14-8

~80%

25451-15-4 structure

25451-15-4

Literature: Macdonald, Timothy L. Patent: US2002/156070 A1, 2002 ;
25451-53-0 structure

25451-53-0

530-62-1 structure

530-62-1

~%

25451-15-4 structure

25451-15-4

Literature: Chemical Research in Toxicology, , vol. 10, # 4 p. 457 - 462
1189-71-5 structure

1189-71-5

1570-95-2 structure

1570-95-2

~%

25451-15-4 structure

25451-15-4

Literature: US2009/111871 A1, ; Page/Page column 3 ;
1570-95-2 structure

1570-95-2

~%

25451-15-4 structure

25451-15-4

Literature: Chemical Research in Toxicology, , vol. 10, # 4 p. 457 - 462
83-13-6 structure

83-13-6

~%

25451-15-4 structure

25451-15-4

Literature: WO2012/32508 A1, ;
1570-95-2 structure

1570-95-2

51-79-6 structure

51-79-6

~%

25451-15-4 structure

25451-15-4

Literature: US2884444 , ;
HS Code 2924299090
Summary 2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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title: CAS No. 25451-15-4 | Chemsrc address: https://www.chemsrc.com/en/baike/414753.html

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