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Sigma-Aldrich

(2S-cis)-(−)-5-Benzyl-3,6-dioxo-2-piperazineacetic acid

97%

Synonym(s):

(2S,5S)-3,6-Dioxo-5-(phenylmethyl)-2-piperazineacetic acid, Cycloaspartylphenylalanine

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About This Item

Empirical Formula (Hill Notation):
C13H14N2O4
CAS Number:
Molecular Weight:
262.26
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

powder

optical activity

[α]20/D −9.0°, c = 0.9 in acetic acid

mp

270-272 °C (lit.)

SMILES string

OC(=O)C[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC1=O

InChI

1S/C13H14N2O4/c16-11(17)7-10-13(19)14-9(12(18)15-10)6-8-4-2-1-3-5-8/h1-5,9-10H,6-7H2,(H,14,19)(H,15,18)(H,16,17)/t9-,10-/m0/s1

InChI key

VNHJXYUDIBQDDX-UWVGGRQHSA-N

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General description

(2S-cis)-(-)-5-Benzyl-3,6-dioxo-2-piperazineacetic acid is a piperazine scaffold that can be used to construct biologically active compounds with therapeutic applications.

Application

  • T cell lymphomatoid contact dermatitis: a challenging case and review of the literature.: This review includes discussions on 2-Methyl-4-isothiazolin-3-one-induced contact dermatitis, providing valuable information for dermatological applications and safety assessments (Knackstedt and Zug, 2015).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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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S Kaakkola et al.
Brain research bulletin, 32(6), 667-672 (1993-01-01)
The effects of two diketopiperazines, Cyclo (His-Pro) (CHP) and Cyclo (Asp-Phe) (CAP), on striatal extracellular levels of dopamine (DA), dihydroxyphenylacetic acid (DOPAC), homovanillic acid (HVA), and 5-hydroxyindoleacetic acid (5-HIAA) were examined using in vivo microdialysis in anaesthetized rats. Treatment with

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