ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID
- Product Name
- ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID
- CAS No.
- 96-84-4
- Chemical Name
- ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID
- Synonyms
- teridax;Jodoprol;Iophenoic;Tiloshade;Trilombrine;IophenoicAcid;IOPHENOXIC ACID;triiodoethionicacid;alpha-ethyl-beta-(3-hydrox;Acide iophenoique [INN-French]
- CBNumber
- CB5266250
- Molecular Formula
- C11H11I3O3
- Formula Weight
- 571.92
- MOL File
- 96-84-4.mol
ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID Property
- Melting point:
- 146-148 °C (lit.)
- Boiling point:
- 459.0±45.0 °C(Predicted)
- Density
- 2.2890 (estimate)
- pka
- pKa 7.5(H2O,(extrap)) (Uncertain)
- Merck
- 13,5077
Safety
- Hazard Codes
- Xn
- Risk Statements
- 22-36/37/38
- Safety Statements
- 26-37/39
- WGK Germany
- 3
- RTECS
- MW5280000
- Toxicity
- LD50 i.v. in mice: 374 mg/kg (Hoppe)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 361046
- Product name
- α-Ethyl-3-hydroxy-2,4,6-triiodohydrocinnamic acid
- Purity
- 97%
- Packaging
- 5g
- Price
- $216
- Updated
- 2024/03/01
- Product number
- HCH0066813
- Product name
- ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $1164.14
- Updated
- 2021/12/16
ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID Chemical Properties,Usage,Production
Originator
Teridax,Schering
Uses
α-Ethyl-3-hydroxy-2,4,6-triiodohydrocinnamic acid (iophenoxic acid ) was used as marker in “bait acceptance” studies conducted on various animal species. It was used in the direct quantitation of iophenoxic acid in porcine serum samples by a liquid chromatographic-electrospray ionization mass spectrometric technique.
Definition
ChEBI: Iophenoic acid is a member of benzenes and a monocarboxylic acid.
Manufacturing Process
A mixture of m-hydroxy-benzaldehyde, fused sodium propionate and of
butyric anhydride was stirred and refluxed at heating.
The mixture was then poured into water and acidified with hydrochloric acid.
The organic material was extracted with chloroform, the chloroform was
exaporated, and the residue stirred for one and 1.5 h with dilute potassium
hydroxide solution. Acetic acid was added to make the solution almost neutral,
but still slightly basic, the mixture was stirred with activated charcoal for
about 15 min, filtered, and the filtrate acidified to Congo red with hydrochloric
acid. A crystalline product was obtained upon cooling for several hours, and
this was collected by filtration and recrystallized from water giving α-ethyl-mhydroxycinnamic acid.
A solution of α-ethyl-m-hydroxycinnamic acid and potassium hydroxide in
water was added to 3% sodium amalgam, and the mixture was stirred while
heating on a steam bath for several hours. The mixture was then cooled, the
mercury separated, and the reaction mixture was acidified and extracted with
ether. The ether extracts were concentrated giving a residue containing α-
ethyl-β-(m-hydroxyphenyl)propionic acid.
α-Ethyl-β-(m-hydroxyphenyl)propionic acid was dissolved in acetic acid. The
solution was warmed on a steam bath, and water was added followed iodine
monochloride. The mixture was stirred and heated for several hours, and
water was then added to cause precipitation of the product. The semi-solid
precipitate was triturated with a small amount of 95% alcohol, collected by
filtration and washed with low boiling petroleum ether. Recrystallization from
dilute alcohol, using charcoal for decolorization, gave α-ethyl-β-(2,4,6-triiodo-
3-hydroxyphenyl)propionic acid.
brand name
Teridax (Schering).
Therapeutic Function
Diagnostic aid
General Description
α-Ethyl-3-hydroxy-2,4,6-triiodohydrocinnamic acid (Iophenoxic acid ) is an organic, iodine-containing compound. Iophenoxic acid is an iodinated radiocontrast agent, its clinical use has been withdrawn due to its exceptionally long half-life in the body, since it has high-affinity binding to human serum albumin (HSA). Structural basis of its interaction with HSA has been evaluated.
ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
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