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Sigma-Aldrich

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

98%

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Synonym(s):
(S)-(−)-2-Oxo-1,5-imidazolidinedicarboxylic acid 1-benzyl ester
Empirical Formula (Hill Notation):
C12H12N2O5
CAS Number:
59760-01-9
Molecular Weight:
264.23
MDL number:
MFCD00192373
UNSPSC Code:
12352005
PubChem Substance ID:
24864442
NACRES:
NA.22

Quality Level

100

Assay

98%

optical activity

[α]24/D −63.0°, c = 2.5 in methanol

mp

189 °C (dec.) (lit.)

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

Related Categories

Application

Z-protected imidazolidinone for sequential N-alkylation.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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

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