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809322

Sigma-Aldrich

1-(2-Aminoethyl)maleimide hydrochloride

Synonym(s):

1-(2-Aminoethyl)pyrrole-2,5-dione hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C6H9N2O2Cl
Molecular Weight:
176.60
MDL number:
MFCD09800491
UNSPSC Code:
12352111
PubChem Substance ID:
329769156
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

95%

Quality Level

100

form

powder

mp

166 °C

functional group

amine
imide
maleimide

SMILES string

Cl.N1(C(=O)C=CC1=O)CCN

InChI

1S/C6H8N2O2.ClH/c7-3-4-8-5(9)1-2-6(8)10;/h1-2H,3-4,7H2;1H

InChI key

NJQOCRDPGFWEKA-UHFFFAOYSA-N

General description

1-(2-Aminoethyl)maleimide hydrochloride (N-(2-Aminoethyl)maleimide hydrochloride salt) can be prepared from tert-butyl 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethylcarbamate.[1]

Application

1-(2-Aminoethyl)maleimide hydrochloride (1-(2-Aminoethyl)-1H-pyrrole-2,5-dione HCl salt) may be used in the preparation of N-propionyl cysteaminylphenol-maleimide-dextran (NPCMD)[2] and 4-nitrophenyl 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethylcarbamate.[1]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW2100
MKCT1376
MKCR4753
MKCP6288
MKCM3228

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Yu Mizote et al.
Journal of dermatological science, 73(3), 209-215 (2013-12-10)
N-propionyl cysteaminylphenol-maleimide-dextran (NPCMD) is a toxic tyrosinase substrate developed to treat melanoma. We investigated the effect of NPCMD on innate immune responses in monocytes. CD14⁺ monocytes and a monocytic cell line, THP-1, were stimulated with NPCMD in vitro. Cytokines in
Pieter van der Veken et al.
Chembiochem : a European journal of chemical biology, 6(12), 2271-2280 (2005-10-29)
Gaining insight into phosphoproteomes is of the utmost importance for understanding regulation processes such as signal transduction and cellular differentiation. While the identification of phosphotyrosine-containing amino acid sequences in peptides and proteins is now becoming possible, mainly because of the

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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