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Merck

363340

N-Acetylcysteamine

95%

Synonym(s):

N-(2-Mercaptoethyl)acetamide

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About This Item

Linear Formula:
CH3CONHCH2CH2SH
CAS Number:
1190-73-4
Molecular Weight:
119.19
UNSPSC Code:
12352100
eCl@ss:
32160406
PubChem Substance ID:
24862192
NACRES:
NA.22
MDL number:
MFCD00037831
Assay:
95%
Form:
liquid

Key Documents

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Product Name

N-Acetylcysteamine, 95%

SMILES string

CC(=O)NCCS

InChI

1S/C4H9NOS/c1-4(6)5-2-3-7/h7H,2-3H2,1H3,(H,5,6)

InChI key

AXFZADXWLMXITO-UHFFFAOYSA-N

assay

95%

form

liquid

refractive index

n20/D 1.511 (lit.)

bp

138-140 °C/7 mmHg (lit.)

mp

6-7 °C (lit.)

density

1.121 g/mL at 25 °C (lit.)

functional group

amide
thiol

Quality Level

200

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Application

N-Acetylcysteamine can be used as a building block to synthesize:
  • N







  • -acetylcysteamine (SNAC) thioesters by reacting with various acid derivatives in the presence of 1,1′-carbonyldiimidazole (CDI).      
  • Thieno[2,3-c]pyrrole derivatives via three-component reaction of 2-acetyl-3-thiophenecarboxaldehyde and various amines.
  •  Carbapenems, a class of beta-lactam antibiotic agents.

General description

N-Acetylcysteamine, also known as N-(2-Mercaptoethyl) acetamide, is a derivative of cysteamine, that is commonly used as a building block for the synthesis of alkylated thiol and thioesters via esterification.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR0039
SHBP3845
SHBL0554
SHBH2822V
SHBF5204V

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Journal of the Chemical Society. Perkin Transactions 1, 2345-2345 (1988)
Ewa Maria Musiol-Kroll et al.
Antibiotics (Basel, Switzerland), 7(3) (2018-07-20)
Polyketides belong to the most valuable natural products, including diverse bioactive compounds, such as antibiotics, anticancer drugs, antifungal agents, immunosuppressants and others. Their structures are assembled by polyketide synthases (PKSs). Modular PKSs are composed of modules, which involve sets of
Tetrahedron Letters, 29, 4305-4305 (1988)
Isolation, properties, and regulation of a mitochondrial acyl coenzyme A thioesterase from pig heart.
K Y Lee et al.
The Journal of biological chemistry, 254(11), 4516-4523 (1979-06-10)
Magoichi Sako et al.
The Journal of organic chemistry, 63(20), 6947-6951 (2001-10-24)
4H-[1,2,5]Oxadiazolo[3,4-d]pyrimidine-5,7-dione 1-oxides (2) are conveniently prepared in high yields by the oxidative intramolecular cyclization of 6-amino-5-nitro-1H-pyrimidine-2,4-diones (1) employing iodosylbenzene diacetate as an oxidant in the presence of lithium hydride. The generation of nitric oxide (NO) and NO-related species from 2
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