363340
N-Acetylcysteamine
95%
Synonym(s):
N-(2-Mercaptoethyl)acetamide
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About This Item
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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
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
235.4 °F - closed cup
Flash Point(C)
113 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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The Journal of biological chemistry, 254(11), 4516-4523 (1979-06-10)
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The acetyl transacylase activity of the fatty acid synthase from yeast has been investigated using p-nitrophenylthiol acetate. The chromophoric nature of the nitrophenylthiol moiety affords a convenient spectrophotometric assay for the transacylase function as well as a means to investigate
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[structure: see text] The enantioselective total synthesis of the N-acetylcysteamine thioester of seco-proansamitocin, a key biosynthetic intermediate of the highly potent antitumor agent ansamitocin, is described, which twice utilizes the Nagao acetate aldol reaction, as well as an indium-mediated alkynylation
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