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Merck
CN

363340

N-Acetylcysteamine

95%

Synonym(s):

N-(2-Mercaptoethyl)acetamide

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About This Item

Linear Formula:
CH3CONHCH2CH2SH
CAS Number:
Molecular Weight:
119.19
UNSPSC Code:
12352100
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22
MDL number:
Assay:
95%
Form:
liquid
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Quality Level

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

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

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.

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.



pictograms

Exclamation mark

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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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)



Global Trade Item Number

SKUGTIN
363340-5G04061837866142
363340-1G04061831825107