N,N'-Diacetyl-L-cystine

Modify Date: 2024-01-03 02:34:17

N,N'-Diacetyl-L-cystine Structure
N,N'-Diacetyl-L-cystine structure
Common Name N,N'-Diacetyl-L-cystine
CAS Number 5545-17-5 Molecular Weight 324.374
Density 1.5±0.1 g/cm3 Boiling Point 715.5±60.0 °C at 760 mmHg
Molecular Formula C10H16N2O6S2 Melting Point 55-72ºC
MSDS N/A Flash Point 386.5±32.9 °C

 Use of N,N'-Diacetyl-L-cystine


N,N'-diacetyl-L-cystine (DiNAC) is the disulphide dimer of N-acetylcysteine with immunomodulating properties. N,N'-diacetyl-L-cystine is a potent, orally active modulator of contact sensitivity/delayed type hypersensitivity reactions in rodents. N,N'-diacetyl-L-cystine also has antiatherosclerotic effects in Watanabe-heritable hyperlipidemic rabbit (WHHL) rabbits[1][2].

 Names

Name (ac-cys-oh)2
Synonym More Synonyms

 N,N'-Diacetyl-L-cystine Biological Activity

Description N,N'-diacetyl-L-cystine (DiNAC) is the disulphide dimer of N-acetylcysteine with immunomodulating properties. N,N'-diacetyl-L-cystine is a potent, orally active modulator of contact sensitivity/delayed type hypersensitivity reactions in rodents. N,N'-diacetyl-L-cystine also has antiatherosclerotic effects in Watanabe-heritable hyperlipidemic rabbit (WHHL) rabbits[1][2].
Related Catalog
Target

Immunomodulator[1]

In Vivo N,N'-Diacetyl-L-cystine (DiNAC; 0-973.11 μg/kg; oral administration; daily; for 12 weeks; WHHL rabbits) treatment reduces by 50% thoracic aorta atherosclerosis, without affecting plasma lipid levels[1]. Animal Model: Male heritable hyperlipidemic rabbit (WHHL) rabbits (10-22 weeks)[1] Dosage: 0 μg/kg, 9.73 μg/kg, or 973.11 μg/kg Administration: Oral administration; daily; for 12 weeks Result: Reduced by 50% thoracic aorta atherosclerosis, without affecting plasma lipid levels.
References

[1]. Wågberg M, et al. N,N'-diacetyl-L-cystine (DiNAC), the disulphide dimer of N-acetylcysteine, inhibits atherosclerosis in WHHL rabbits: evidence for immunomodulatory agents as a new approach to prevent atherosclerosis. J Pharmacol Exp Ther. 2001 Oct;299(1):76-82.

[2]. Särnstrand B, et al. N,N'-Diacetyl-L-cystine-the disulfide dimer of N-acetylcysteine-is a potent modulator of contact sensitivity/delayed type hypersensitivity reactions in rodents. J Pharmacol Exp Ther. 1999 Mar;288(3):1174-84.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 715.5±60.0 °C at 760 mmHg
Melting Point 55-72ºC
Molecular Formula C10H16N2O6S2
Molecular Weight 324.374
Flash Point 386.5±32.9 °C
Exact Mass 324.044983
PSA 183.40000
LogP 0.46
Vapour Pressure 0.0±5.0 mmHg at 25°C
Index of Refraction 1.583
Storage condition -15°C
Stability Moisture Sensitive

 Safety Information

HS Code 29225090

 Synthetic Route

~98%

N,N'-Diacetyl-L-cystine Structure

N,N'-Diacetyl-L...

CAS#:5545-17-5

Literature: Oba, Makoto; Tanaka, Kazuhito; Nishiyama, Kozaburo; Ando, Wataru Journal of Organic Chemistry, 2011 , vol. 76, # 10 p. 4173 - 4177

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N,N'-Diacetyl-L-cystine Structure

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CAS#:5545-17-5

Literature: Stamler, Jonathan S.; Loscalzo, Joseph Analytical Chemistry, 1992 , vol. 64, # 7 p. 779 - 785

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N,N'-Diacetyl-L-cystine Structure

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CAS#:5545-17-5

Literature: Journal of Biological Chemistry, , vol. 94, p. 244 Archives of Biochemistry, , vol. 18, p. 379

~22%

N,N'-Diacetyl-L-cystine Structure

N,N'-Diacetyl-L...

CAS#:5545-17-5

Literature: Watzig; Dette; Aigner; Wilschowitz Pharmazie, 1994 , vol. 49, # 4 p. 249 - 252

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N,N'-Diacetyl-L-cystine Structure

N,N'-Diacetyl-L...

CAS#:5545-17-5

Literature: Inorganic chemistry, , vol. 39, # 8 p. 1728 - 1734

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N,N'-Diacetyl-L-cystine Structure

N,N'-Diacetyl-L...

CAS#:5545-17-5

Literature: Biochemical Journal, , vol. 25, p. 619 Rikagaku Kenkyusho Iho, , vol. 8, p. 647,650 Chem. Zentralbl., , vol. 100, # II p. 2770

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N,N'-Diacetyl-L-cystine Structure

N,N'-Diacetyl-L...

CAS#:5545-17-5

Literature: Biochemical Journal, , vol. 25, p. 619 Rikagaku Kenkyusho Iho, , vol. 8, p. 647,650 Chem. Zentralbl., , vol. 100, # II p. 2770

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N,N'-Diacetyl-L-cystine Structure

N,N'-Diacetyl-L...

CAS#:5545-17-5

Literature: Photochemistry and Photobiology, , vol. 71, # 3 p. 273 - 280

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N,N'-Diacetyl-L-cystine Structure

N,N'-Diacetyl-L...

CAS#:5545-17-5

Literature: Canadian Journal of Chemistry, , vol. 76, # 6 p. 789 - 794

 Articles9

More Articles
Influence of N,N'-diacetyl-L-cystine on D-galactosamine/lipopolysaccharide induced immunological liver failure in mice.

Yao Xue Xue Bao 39(10) , 782-6, (2004)

To study the therapeutic effects of N,N'-diacetyl-L-cystine (DiNAC) on immunological liver failure.Serum ALT, AST and T cell subsets in peripheral blood of the experimental animals during the trial pe...

Immunomodulation with DiNAC-- a new approach to the treatment of atherosclerosis?

Expert Opin. Investig. Drugs 11(5) , 717-20, (2002)

Not all antioxidants reduce atherosclerosis. This may be because atherosclerosis has an autoimmune, inflammatory pathogenesis. As probucol is both an antioxidant and an immunomodulatory drug, it may b...

The new oral immunomodulating drug DiNAC induces brachial artery vasodilatation at rest and during hyperemia in hypercholesterolemic subjects, likely by a nitric oxide-dependent mechanism.

Atherosclerosis 196(1) , 275-82, (2008)

To investigate if the immunomodulator drug DINAC (1) affects arterial dimensions in asymptomatic patients with hypercholesterolemia, (2) has effects on leucocyte markers of inflammation and (3) has in...

 Synonyms

N,N`-Diacetyl-L-cystine
N,N'-Diacetyl-L-cystine
N,N'-diacetyl-cystine
N-acetyl-L-cystine
ACETYL-L-CYSTINE
DiNAC
L-Cystine, N,N'-diacetyl-
Cystine, N,N'-diacetyl-, L-
diacetylcysteine
L-Cystine,N,N'-diacetyl
N,N''-Diacetyl-L-cysteine
N-ACETYL CYSTINE
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