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Merck
CN

P5125

DL-Penicillamine

Synonym(s):

β,β-Dimethyl-DL-cysteine, DL-2-Amino-3-mercapto-3-methylbutanoic acid

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About This Item

Linear Formula:
(CH3)2C(SH)CH(NH2)COOH
CAS Number:
Molecular Weight:
149.21
EC Number:
200-147-2
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
2039817
MDL number:
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InChI key

VVNCNSJFMMFHPL-UHFFFAOYSA-N

InChI

1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)

SMILES string

CC(C)(S)C(N)C(O)=O

mp

204-208 °C (lit.)

storage temp.

2-8°C

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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J I Levin et al.
Bioorganic & medicinal chemistry letters, 15(19), 4345-4349 (2005-08-09)
The SAR of a series of potent sulfonamide hydroxamate TACE inhibitors bearing a butynyloxy P1' group was explored. In particular, compound 5k has excellent in vitro potency against TACE enzyme and in cells, and oral activity in an in vivo
Youngmi Jo et al.
Journal of natural products, 69(10), 1399-1403 (2006-10-28)
Six new phenylethanoid glucosides, ternstrosides A-F (1-6), a new kaempferol derivative (7), and eight known compounds were isolated from the fresh leaves of Ternstroemia japonica. The structures were elucidated by 1D and 2D NMR spectroscopic analyses. Compounds 1-7 showed potent
Yanxia Xu et al.
Bioorganic & medicinal chemistry letters, 21(6), 1754-1757 (2011-02-15)
By linking the mercapto groups with isopropyl and introducing L-amino acid into the 5-carboxyl of DMSA a class of novel 5-(1-carbonyl-L-amino-acid)-2,2- dimethyl-[1,3]dithiolane-4-carboxylic acids were prepared. Their in vivo activities were evaluated on lead loaded mice at the dose of 0.4
N André Sasaki et al.
Bioorganic & medicinal chemistry, 17(6), 2310-2320 (2009-03-06)
2,3-Diaminopropionic acid (Dap) and N-terminal Dap peptides have been found to inhibit in vitro protein-modifications by methylglyoxal (MG), one of the highly reactive alpha-dicarbonyl compounds. MG scavenging potency of the newly synthesized N-terminal Dap peptides is demonstrated by RP-HPLC, SDS-PAGE
Clara Rosso-Fernández et al.
Trials, 16, 102-102 (2015-04-16)
Ventilator-associated pneumonia (VAP) is one of the most common and severe hospital-adquired infections, and multidrugresistant gram-negative bacilli (MDR-GNB) constitute the main etiology in many countries. Inappropriate empiric antimicrobial treatment is associated with increased mortality. In this context, the empirical treatment

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