Skip to Content
Merck
All Photos(1)

Key Documents

392308

Sigma-Aldrich

(S)-(−)-1-Z-2-Oxo-5-imidazolidinecarboxylic acid

98%

Synonym(s):

(S)-(−)-2-Oxo-1,5-imidazolidinedicarboxylic acid 1-benzyl ester

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C12H12N2O5
CAS Number:
Molecular Weight:
264.23
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

optical activity

[α]24/D −63.0°, c = 2.5 in methanol

mp

189 °C (dec.) (lit.)

functional group

carboxylic acid
phenyl

SMILES string

OC(=O)[C@@H]1CNC(=O)N1C(=O)OCc2ccccc2

InChI

1S/C12H12N2O5/c15-10(16)9-6-13-11(17)14(9)12(18)19-7-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,13,17)(H,15,16)/t9-/m0/s1

InChI key

AYSUEIZKNBGWGN-VIFPVBQESA-N

Application

Z-protected imidazolidinone for sequential N-alkylation.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

K Hayashi et al.
Journal of medicinal chemistry, 32(2), 289-297 (1989-02-01)
(4S)-1-Alkyl-3-[[N-(carboxyalkyl)amino]acyl]-2-oxoimidazolidine-4- carboxylic acid derivatives (3) were prepared by two methods. Their angiotensin converting enzyme (ACE) inhibitory activities and antihypertensive effects were evaluated, and the structure-activity relationships were discussed. The dicarboxylic acids 3a-n possessing S,S,S configuration showed potent in vitro ACE

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service