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58473-74-8

58473-74-8 structure
58473-74-8 structure
  • Name: Cinromide
  • Chemical Name: trans-3-bromo-n-ethylcinnamamide
  • CAS Number: 58473-74-8
  • Molecular Formula: C11H12BrNO
  • Molecular Weight: 254.12300
  • Catalog: Research Areas Neurological Disease
  • Create Date: 2018-07-17 18:11:51
  • Modify Date: 2024-01-21 21:12:28
  • Cinromide is a broad-spectrum anticonvulsant agent.

Name trans-3-bromo-n-ethylcinnamamide
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
Description Cinromide is a broad-spectrum anticonvulsant agent.
Related Catalog
In Vitro Cinromide (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 Vivo Cinromide 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 Admin Cinromide 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.

Density 1.369g/cm3
Boiling Point 417.5ºC at 760mmHg
Melting Point 89-91ºC(lit.)
Molecular Formula C11H12BrNO
Molecular Weight 254.12300
Flash Point 206.3ºC
Exact Mass 253.01000
PSA 29.10000
LogP 2.98930
Index of Refraction 1.591
Storage condition 2-8℃

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
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
RIDADR NONH for all modes of transport
RTECS UC6314000
HS Code 2924299090

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58473-74-8 structure

58473-74-8

Literature: Burroughs Wellcome Co. Patent: US4041071 A1, 1977 ;
Precursor  2

DownStream  0

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%