Cinnamic acid
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Cinnamic acid
structure -
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CAS No:
621-82-9
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Formula:
C9H8O2
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Chemical Name:
Cinnamic acid
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Synonyms:
2-Propenoic acid,3-phenyl-;Cinnamic acid;3-Phenyl-2-propenoic acid;Phenylacrylic acid;3-Phenylacrylic acid;β-Phenylacrylic acid;NSC 623441;NSC 9189
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CAS No:
Description
Cinnamic acid has potential use in cancer intervention, with IC50s of 1-4.5 mM in glioblastoma, melanoma, prostate and lung carcinoma cells.
Cinnamic Acid is rac-form of trans-Cinnamic Acid which is used in the synthesis of amides and esters through coupling reactions involving carboxylic acids and amines and N-methylation of amides and O-methylation of carboxylic acids.
A low-molecular-weight heparin with anticoagulant properties that is used in the prevention and treatment of VENOUS THROMBOEMBOLISM, and to prevent clotting during EXTRACORPOREAL CIRCULATION.
Characteristics
37.3
2.1
Solid
1.2±0.1 g/cm3
133 °C
300 °C
>230 °F
1.616
511.2mg/L(25 ºC)
3.21e-05 mmHg
LD50 (g/kg): 3.57 orally in rats; >5.0 dermally in rabbits (Letizia)
Safety Information
1
36/37/38
26-36
GD7850000
Xi
Stable. Combustible. Incompatible with strong oxidizing agents.
P261, P272, P280, P285, P302+P352, P304+P341, P321, P333+P313, P342+P311, P363, P501
H317
Toxicity
| Name | Type of Test | Exposure Route | Species Observed | Dose/Duration | Toxic Effects | Reference |
|---|---|---|---|---|---|---|
| SKIN/EYE IRRITATION DATA | Standard Draize test | Administration onto the skin | Rodent - rabbit | 500 mg/24H | -- | Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 16,687,1978 |
| SKIN/EYE IRRITATION DATA | LD50 - Lethal dose, 50 percent kill | Oral | Rodent - rat | 2500 mg/kg | Details of toxic effects not reported other than lethal dose value-- | Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 16,687,1978 |
| SKIN/EYE IRRITATION DATA | LD50 - Lethal dose, 50 percent kill | Intraperitoneal | Rodent - rat | 1600 mg/kg | Details of toxic effects not reported other than lethal dose value-- | Bollettino Chimico Farmaceutico. (Societa Editoriale Farmaceutica, Via Ausonio 12, 20123 Milan, Italy) V.33- 1894- Volume(issue)/page/year: 112,53,1973 |
Drug Information
Fibrinolysin or agents that convert plasminogen to FIBRINOLYSIN. (See all compounds classified as Fibrinolytic Agents.)|Agents that prevent BLOOD CLOTTING. (See all compounds classified as Anticoagulants.)
2 Propenoic acid, 3 phenyl
Cinnamic acid Use and Manufacturing
From the heat of benzyl chloride and sodium acetate. By benzaldehyde and sodium acetate (or potassium acetate) in the presence of dehydrogenation agent acetic anhydride and heat. It is obtained by mixing styrene acetone, sodium carbonate and bleaching powder, and generating sodium laurate with sulfuric acid.
fragrance & flavoring agent, antidiabetic
2-Propenoic acid, 3-phenyl-: ACTIVE
Flavouring Agent -> FLAVOURING_AGENT; -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT;
Computed Properties
Molecular Weight:148.16
XLogP3:2.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:148.052429494
Monoisotopic Mass:148.052429494
Topological Polar Surface Area:37.3
Heavy Atom Count:11
Complexity:155
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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