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147-58-0

147-58-0 Structure

147-58-0 Structure
IdentificationMore
[Name]

2'-IODOHIPPURIC ACID
[CAS]

147-58-0
[Synonyms]

(2-IODOBENZOYL)GLYCINE
2'-IODOHIPPURIC ACID
2-IODOHIPPURIC ACID
N-(2-IODOBENZOYL)GLYCINE
O-IODOHIPPURIC ACID
Glycine,N-(2-iodobenzoyl)-
iodohippuricacid
2-[(2-Iodobenzoyl)amino]acetic acid
OIH
[EINECS(EC#)]

205-693-5
[Molecular Formula]

C9H8INO3
[MDL Number]

MFCD00002694
[Molecular Weight]

305.07
[MOL File]

147-58-0.mol
Questions And AnswerBack Directory
[Synthesis]

Synthetic Route of 2-Iodohippuric Acid

General/Typical Procedure: Preparation of N-2-bromobenzoylglycine: Glycine (0.948 g, 12.628 mmol) was dissolved in water (50 mL), and then dissolved in an aqueous solution of 2-bromobenzoyl chloride (0.649 g, 2.957 mmol). NaOH solution (0.380 g, 9.500 mmol) was added to this solution in portions to maintain a slightly alkaline pH of the mixture. After each addition, the mixture was vigorously stirred. Crushed ice was added to the solution, followed by dropwise addition of concentrated HCl until the mixture was acidified (pH 2-3).

The mixture was then cooled in a refrigerator, filtered, and the precipitate was washed several times with water to remove excess glycine. It was then dried under vacuum to give N-2-bromobenzoylglycine as a white crystalline solid (yield 0.565 g, 74%). Preparation of N-2-iodobenzoylglycine: As with N-2-bromobenzoylglycine, glycine (2.431 g, 32.383 mmol), iodobenzoyl chloride (2.157 g, 8.950 mmol), and NaOH (0.712 g, 17.800 mmol) were reacted to give N-2-iodobenzoylglycine as a white crystalline solid (yield 1.531 g, 62%).
Chemical PropertiesBack Directory
[Melting point ]

170-172 °C (lit.)
[storage temp. ]

Store below +30°C.
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[color ]

White to Off-White
[BRN ]

1877943
[InChI]

1S/C9H8INO3/c10-7-4-2-1-3-6(7)9(14)11-5-8(12)13/h1-4H,5H2,(H,11,14)(H,12,13)
[InChIKey]

CORFWQGVBFFZHF-UHFFFAOYSA-N
[SMILES]

OC(=O)CNC(=O)c1ccccc1I
[CAS DataBase Reference]

147-58-0(CAS DataBase Reference)
Safety DataBack Directory
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[HS Code ]

2924296000
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Phosphorus oxitrichloride-->Phosphorus pentachloride-->Glycine-->2-Iodobenzoic acid
Hazard InformationBack Directory
[Uses]

o-Iodohippuric Acid is used as a probe to measure renal function and clearance.
[Definition]

ChEBI: 2-iodohippuric acid is a member of the class of benzamides resulting from the formal condensation of the carboxy group of 2-iodobenzoic acid with the amino group of glycine. It is a N-acylglycine, an organoiodine compound and a member of benzamides. It is a conjugate acid of a 2-iodohippurate.
[reaction suitability]

reaction type: solution phase peptide synthesis
Spectrum DetailBack Directory
[Spectrum Detail]

2'-IODOHIPPURIC ACID(147-58-0)MS
2'-IODOHIPPURIC ACID(147-58-0)1HNMR
2'-IODOHIPPURIC ACID(147-58-0)13CNMR
2'-IODOHIPPURIC ACID(147-58-0)IR1
2'-IODOHIPPURIC ACID(147-58-0)IR2
2'-IODOHIPPURIC ACID(147-58-0)Raman
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

147-58-0(sigmaaldrich)
[TCI AMERICA]

2'-Iodohippuric Acid,>99.0%(T)(147-58-0)
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