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Merck

30020

D-Cycloserine

Sinónimos:

R-4-Amino-3-isoxazolidinone, (R)-4-Amino-3-isoxazolidone, 4-Amino-3-isoxazolidinone

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Fórmula empírica (notación de Hill):
C3H6N2O2
Número CAS:
Peso molecular:
102.09
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
EC Number:
200-688-4
Beilstein/REAXYS Number:
80798
MDL number:
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InChI key

DYDCUQKUCUHJBH-UWTATZPHSA-N

InChI

1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1

SMILES string

N[C@@H]1CONC1=O

biological source

synthetic

form

powder

potency

≥900 μg per mg

color

white to off-white

mp

147 °C (dec.) (lit.)

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycobacteria

mode of action

cell wall synthesis | interferes

storage temp.

−20°C

Quality Level

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General description

Chemical structure: amino acid derivatives

Application

D-Cycloserine acts as inhibitor of various enzymes.

Biochem/physiol Actions

Mode of Action: Inhibits cell wall biosynthesis (D-Ala peptide bond formation). Also prevents conversion of D-Ala to L-Ala. Bacteriostatic.
Partial agonist at the glycine modulatory site of NMDA glutamatergic receptors; antibiotic against Gram-negative bacteria.
Mode of Resistance: D-Ala transport interference.
Mode of Action: Inhibits cell wall biosynthesis (D-Ala peptide bond formation). Also prevents conversion of D-Ala to L-Ala. Bacteriostatic. Mode of Resistance: D-Ala transport interference.

Packaging

1g, 5g, 25g

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Store under inert gas. Air sensitive. Keep in a dry place.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Michael L Sulkowski et al.
Current psychiatry reviews, 10(4), 317-324 (2014-11-11)
Variants of exposure therapy are effective for treating obsessive-compulsive and related disorders (OCRDs). However, significant numbers of patients do not respond adequately to exposure therapy resulting in continued distress and functional impairment. Therefore, novel approaches to augmenting exposure therapy are
M.K. Jain
Handbook of Enzyme Inhibitors, 112-112 (1982)
Marta Portero-Tresserra et al.
European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology, 24(11), 1798-1807 (2014-12-03)
Previous research has demonstrated that systemic D-cycloserine (DCS), a partial agonist of the N-methyl-D-aspartate receptor (NMDAR), enhances memory processes in different learning paradigms and attenuates mnemonic deficits produced by diverse pharmacological manipulations. In the present study two experiments were conducted
Stefan G Hofmann et al.
Current psychiatry reports, 17(1), 532-532 (2014-11-22)
Although cognitive behavioral therapy (CBT) is a generally effective treatment for treating anxiety disorders, there is clearly still room for further improvements. Recent advances in neuroscience of extinction learning led to novel clinical strategies to augment exposure-based treatments with d-cycloserine
Mary M Torregrossa et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 30(31), 10526-10533 (2010-08-06)
Extinction therapy has been proposed as a method to reduce the motivational impact of drug-associated cues to prevent relapse. Cue extinction therapy, however, takes place in a novel context (e.g., treatment facility), and is unlikely to be effective due to

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