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TRANS-3-BROMO-N-ETHYLCINNAMAMIDE

Product Name
TRANS-3-BROMO-N-ETHYLCINNAMAMIDE
CAS No.
58473-74-8
Chemical Name
TRANS-3-BROMO-N-ETHYLCINNAMAMIDE
Synonyms
D03513;cinromide;Cinromide (usan/inn);LABOTEST-BB LT00453193;m-Bromo-N-ethylcinnamamide;trans-m-Bromo-N-ethylcinnamamide;TRANS-3-BROMO-N-ETHYLCINNAMAMIDE;3-(3-Bromophenyl)-N-ethylacrylamide;(E)-3-(3-Bromophenyl)-N-ethylacrylamide;(e)-3-(3-bromophenyl)-n-ethyl-2-propenamide
CBNumber
CB2477363
Molecular Formula
C11H12BrNO
Formula Weight
254.12
MOL File
58473-74-8.mol
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TRANS-3-BROMO-N-ETHYLCINNAMAMIDE Property

Melting point:
89-91 °C(lit.)
Boiling point:
417.5±45.0 °C(Predicted)
Density 
1.369±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
pka
14.59±0.46(Predicted)
color 
Pale Beige
Merck 
13,2334
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
2
RTECS 
UC6314000
Toxicity
LD50 in mice (mg/kg): 660 ±28 i.p.; 2277 ±250 orally (Soroko)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
C596463
Product name
Cinromide
Packaging
10g
Price
$1015
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0067455
Product name
TRANS-3-BROMO-N-ETHYLCINNAMAMIDE
Purity
95.00%
Packaging
10G
Price
$1138.57
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0067455
Product name
TRANS-3-BROMO-N-ETHYLCINNAMAMIDE
Purity
95.00%
Packaging
1G
Price
$626.08
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0067455
Product name
TRANS-3-BROMO-N-ETHYLCINNAMAMIDE
Purity
95.00%
Packaging
250MG
Price
$682.78
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0067455
Product name
TRANS-3-BROMO-N-ETHYLCINNAMAMIDE
Purity
95.00%
Packaging
5G
Price
$818.85
Updated
2021/12/16
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TRANS-3-BROMO-N-ETHYLCINNAMAMIDE Chemical Properties,Usage,Production

Originator

Cinromide,ZYF Pharm Chemical

Uses

bone resorption inhibitor, farnesyldiphosphate synthetase inhibitor, antimetastatic

Uses

Cinromide is an anticonvulsant.

Definition

ChEBI: Cinromide is a member of cinnamamides and a secondary carboxamide.

Manufacturing Process

3-Bromo-N-ethylcinnamamide: I). A solution of trans-3-bromocinnamoyl chloride (12.3 g) in anhydrous toluene (150 ml) was added slowly with stirring to a solution of ethylamine (10 g) in dry ether (100 ml) at room temperature. The reaction mixture was heated at reflux for 1 hour, and the solvent and excess amine were then removed under reduced pressure. The residue was triturated with water, filtered, and recrystallized from ethanol-water to give trans-3-bromo-Nethylcinnamamide, m.p. 89-90°C, as a white crystalline material. NMR and IR spectra as well as elemental analysis were consistent with the assigned
II). trans-m-Bromocinnamic acid (14.8 g), ethanol (173 ml) and concentrated sulfuric acid (0.4 ml) were combined and heated at reflux for 15 hours. About 150 ml of the ethanol was distilled off, and the remaining solution was poured into ice/water (140 ml). The cold mixture was made strongly alkaline with 40% sodium hydroxide and extracted with methylene chloride (4x60 ml). The combined methylene chloride extract was dried over anhydrous potassium carbonate. The potassium carbonate was removed by filtration and the solvent stripped off under reduced pressure. trans-ethyl-3-Bromocinnamate, was obtained as a partially solidified oil. (IR spectrum was consistent with this compound).
trans-Ethyl-3-bromocinnamate (8.4 g), ethylamine (6.7 g), methanol (18 ml) and 4A molecular sieves (1 g) were combined and heated at reflux for ? hour. The mixture was cooled to about 45°C and sodium methylate (0.6 g) added. The mixture was then heated at reflux 1? hour and then cooled. It was acidified with concentrated hydrochloric acid (12 ml). The sieves were removed by filtration. Ice water was added to the filtrate to precipitate trans 3-bromo-N-ethylcinnamamide, m.p. 89-90°C (after recrystallization from ethanol/water)

Therapeutic Function

Anticonvulsant, Antiepileptic

TRANS-3-BROMO-N-ETHYLCINNAMAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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TRANS-3-BROMO-N-ETHYLCINNAMAMIDE Suppliers

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58473-74-8, TRANS-3-BROMO-N-ETHYLCINNAMAMIDERelated Search:


  • TRANS-3-BROMO-N-ETHYLCINNAMAMIDE
  • (e)-3-(3-bromophenyl)-n-ethyl-2-propenamide
  • cinromide
  • TRANS-3-BROMO-N-ETHYLCINNAMAMIDE, TECH., 90%
  • LABOTEST-BB LT00453193
  • m-Bromo-N-ethylcinnamamide
  • Cinromide (usan/inn)
  • D03513
  • trans-m-Bromo-N-ethylcinnamamide
  • 3-(3-Bromophenyl)-N-ethylacrylamide
  • 2-Propenamide, 3-(3-bromophenyl)-N-ethyl-, (2E)-
  • (E)-3-(3-Bromophenyl)-N-ethylacrylamide
  • metabolic,acid,transporter,Inhibitor,anticonvulsant,amino,neutral,inhibit,Cinromide
  • 58473-74-8
  • BrC6H4CHCHCONHC2H5
  • AMINE
  • Amides
  • Building Blocks
  • Carbonyl Compounds
  • Organic Building Blocks
  • Organic Building Blocks
  • FOSAMAX
  • Amides
  • Carbonyl Compounds