CAS 58473-74-8|Cinromide

Introduction:Basic information about CAS 58473-74-8|Cinromide, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameCinromide
CAS Number58473-74-8Molecular Weight254.12300
Density1.369g/cm3Boiling Point417.5ºC at 760mmHg
Molecular FormulaC11H12BrNOMelting Point89-91ºC(lit.)
MSDSChineseUSAFlash Point206.3ºC
Symbol
GHS07
Signal WordWarning

Names

Nametrans-3-bromo-n-ethylcinnamamide
SynonymMore Synonyms

Cinromide BiologicalActivity

DescriptionCinromide is a broad-spectrum anticonvulsant agent.
Related CatalogSignaling Pathways >>Others >>OthersResearch Areas >>Neurological Disease
In VitroCinromide (10-100 μM) inhibits 5-HT-induced contractions in rat fundus strips by 46%. Cinromide (100 μM) inhibits monoamine oxidase prepared from both liver and brain of rats[1].
In VivoCinromide shows electroshock convulsion and leptazol(pentetrazo1)-induced convulsion in mice, with ED50s of 60 ± 11 mg/kg, 90 ± 15 mg/kg and 80 ± 15 mg/kg, 300 ± 61 mg/kg for i.p. and oral administrion, respectively. Cinromide produces a dose-related antileptazol activity with an ED50 value of 58 ± 11 mg/kg by i.p. administration in rats. Furthermore, Cinromide (75 mg/kg) significantly elevates the amount of leptazol needed to induce clonic seizures in the intravenously infused leptazol-threshold test in rats. Cinromide (300 mg/kg, i.p) shows no sifnificant effect on the anaesthetized open-chested dogs after 4 h treatment, neither in conscious dogs after 5-h oral treatment with 300 and 600 mg/kg of Cinromide[1]. Cinromide (40 mg/kg, i.v.) depresses the response of the neuron to the unconditioned maxillary nerve stimulus, increasing the latency and decreasing the number of spikes, and depresses the response of the neuron to the unconditioned maxillary nerve stimulus, increasing the latency and decreasing the number of spikes. Cinromide (20, 40, 80 mg/kg, i.v.) increases the latency of the unconditioned response and segmental inhibition dose-dependently. Cinromide decreases periventricular inhibition and EEG[2].
Animal AdminCinromide is dissolved in propylene glycol to produce a solution containing 50 mg/mL. It is slowly injected into the femoral vein over a 3-min period. Only one neuron in each cat is studied. To evaluate the dose-response relationship, the drug is given in three cumulative doses. The interval between drug injections is 15 min. Blood samples for drug level measurement are taken 10 min after each injection. Plasma levels of cinromide and its metabolites are determined by high-performance liquid chromotography[2].
References

[1]. Soroko FE, et al. Cinromide (3-bromo-N-ethylcinnanamide), novel anticonvulsant agent. J Pharm Pharmacol. 1981 Nov;33(11):741-3.

[2]. Fromm GH, et al. Effect of cinromide on inhibitory and excitatory mechanisms. Epilepsia. 1983 Aug;24(4):394-400.

Chemical & Physical Properties

Density1.369g/cm3
Boiling Point417.5ºC at 760mmHg
Melting Point89-91ºC(lit.)
Molecular FormulaC11H12BrNO
Molecular Weight254.12300
Flash Point206.3ºC
Exact Mass253.01000
PSA29.10000
LogP2.98930
Index of Refraction1.591
InChIKeyLDCXGZCEMNMWIL-VOTSOKGWSA-N
SMILESCCNC(=O)C=Cc1cccc(Br)c1
Storage condition2-8℃

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UC6314000
CHEMICAL NAME :
2-Propenamide, 3-(3-bromophenyl)-N-ethyl-, (E)-
CAS REGISTRY NUMBER :
58473-74-8
LAST UPDATED :
199612
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C11-H12-Br-N-O
MOLECULAR WEIGHT :
254.15

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 :
4437 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPPMAB Journal of Pharmacy and Pharmacology. (Pharmaceutical Soc. of Great Britain, 1 Lambeth High St., London SEI 7JN, UK) V.1- 1949- Volume(issue)/page/year: 33,741,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2277 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPPMAB Journal of Pharmacy and Pharmacology. (Pharmaceutical Soc. of Great Britain, 1 Lambeth High St., London SEI 7JN, UK) V.1- 1949- Volume(issue)/page/year: 33,741,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
660 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPPMAB Journal of Pharmacy and Pharmacology. (Pharmaceutical Soc. of Great Britain, 1 Lambeth High St., London SEI 7JN, UK) V.1- 1949- Volume(issue)/page/year: 33,741,1981

Safety Information

Symbol
GHS07
Signal WordWarning
Hazard StatementsH315-H319-H335
Precautionary StatementsP261-P305 + P351 + P338
RIDADRNONH for all modes of transport
RTECSUC6314000
HS Code2924299090

Customs

HS Code2924299090
Summary2924299090. 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%

Articles17

More Articles
Prediction of steady-state behavior of metabolite from dosing of parent drug.

J. Pharm. Sci. 69(5) , 610-2, (1980)

Variability in the determination of fraction metabolized in a triangular metabolic problem and its resolution with stable isotope methodology.

J. Pharm. Sci. 73(2) , 285-7, (1984)

Simultaneous determination of the anticonvulsants, cinromide (3-bromo-n-ethylcinnamamide), 3-bromocinnamamide, and carbamazepine in plasma by high-performance liquid chromatography.

J. Chromatogr. A. 163(2) , 187-93, (1979)

A high-performance liquid chromatographic method is described for monitoring plasma concentrations of cinromide (3-bromo-N-ethylcinnamamide) and its de-ethylated metabolite. Carbamazepine levels can b...

Synonyms

MFCD00075351
cinromide
trans 3-bromo-N-ethylcinnamamide
Cinromide (usan/inn)
m-Bromo-N-ethylcinnamamide
trans-3-Brom-N-ethylzimtsaeureamid
(e)-3-(3-bromophenyl)-n-ethyl-2-propenamide
CAS 5458-76-4|Acetic acid,2,2'-[(4-methyl-1,2-phenylene)bis(oxy)]bis- (9CI)
CAS 532-40-1|monophosphothiamine
Recommended......
TOP