ChemicalBook > CAS DataBase List > 3-Maleimidopropionic acid

3-Maleimidopropionic acid

Product Name
3-Maleimidopropionic acid
CAS No.
7423-55-4
Chemical Name
3-Maleimidopropionic acid
Synonyms
3-(2,5-DIOXO-2,5-DIHYDRO-1H-PYRROL-1-YL)PROPANOIC ACID;BMPA;3-(2,5-DIOXO-2,5-DIHYDRO-PYRROL-1-YL)-PROPIONIC ACID;MPA-OH;3-Maleimidopropionic;AKOS BC-0729;Mal-(CH2)2-COOH;MALEOYL-BETA-ALA-OH;RARECHEM AL CD 0912;n-maleoyl-β-alanine
CBNumber
CB1371466
Molecular Formula
C7H7NO4
Formula Weight
169.13
MOL File
7423-55-4.mol
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3-Maleimidopropionic acid Property

Melting point:
103-106 °C (lit.)
Boiling point:
382.5±25.0 °C(Predicted)
Density 
1.473±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
4.18±0.10(Predicted)
form 
Solid
color 
White
Water Solubility 
Soluble in methanol, dimethyl formamide, alcohol and dimethyl sulfoxide. Slightly soluble in water.
Sensitive 
Moisture Sensitive
BRN 
1528952
InChIKey
IUTPJBLLJJNPAJ-UHFFFAOYSA-N
CAS DataBase Reference
7423-55-4(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
F 
10-21
HS Code 
29252900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
394815
Product name
N-Maleoyl-β-alanine
Purity
97%
Packaging
250mg
Price
$224
Updated
2024/03/01
Sigma-Aldrich
Product number
394815
Product name
N-Maleoyl-β-alanine
Purity
97%
Packaging
1g
Price
$473
Updated
2024/03/01
TCI Chemical
Product number
M1962
Product name
3-Maleimidopropionic Acid
Purity
>97.0%(GC)
Packaging
1g
Price
$89
Updated
2024/03/01
TCI Chemical
Product number
M1962
Product name
3-Maleimidopropionic Acid
Purity
>97.0%(GC)
Packaging
5g
Price
$303
Updated
2024/03/01
Alfa Aesar
Product number
H61536
Product name
3-Maleimidopropionic acid, 95%
Packaging
1g
Price
$168
Updated
2024/03/01
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3-Maleimidopropionic acid Chemical Properties,Usage,Production

Description

3-Maleimidopropionic acid contains a maleimide group and a terminal carboxylic acid. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The maleimide group will react with a thiol group to form a covalent bond, enabling the connection of biomolecule with a thiol.

Chemical Properties

White to Pale Yellow Solid

Uses

3-Maleimidopropionic acid is a sulfhydryl reactive heterobifunctional crosslinking reagent.

Application

3-Maleimidopropionic acid (3MP) is a molecule that can be used for the treatment of cancer. 3MP has been shown to inhibit the growth of tumor cells and induce apoptosis. It also inhibits the production of reactive oxygen species, which are produced by cancer cells as a result of chemotherapy. 3MP has potent inhibitory activity against bacterial organisms such as methicillin-resistant Staphylococcus aureus (MRSA) and Clostridium perfringens and antiviral properties against HIV infection. This molecule can also be used in conjunction with monoclonal antibodies or other immunotherapy techniques to improve their efficacy.

General Description

N-Maleoyl-β-alanine (3-maleimidopropanoic acid) is an aliphatic N-substituted maleimide. It is one of the component of the stabilizing solution for EC145 (a folate-targeted vinca alkaloid conjugate) used in rodent pharmacokinetic studies.

Synthesis

An acetic acid solution of maleic anhydride (5.00 g in 50 mL) was added dropwise to an acetic acid solution of β-alanine (4.54 g in 50 mL). The mixture was stirred at room temperature. After 3 h, AcOH (70 mL ) was added and the temperature was raised to 115 °C under stirred overnight. After 1 hour, an orange oil was obtained. The solvent excess was removed under reduced pressure and the product was washed with toluene (3 × 30 mL). The product was then purified by flash chromatography using a silica column (DCM/ethylacetate 9:1) to obtain the white solid 3-Maleimidopropionic acid.

3-Maleimidopropionic acid Preparation Products And Raw materials

Raw materials

β-Alanine CIS-BUTENEDIOIC ANHYDRIDE Toluene 2,3-DICHLORO-5,8-DIHYDROXY-1,4-NAPHTHOQUINONE 2,3-Pentanedione Acetic acid

Preparation Products

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View Lastest Price from 3-Maleimidopropionic acid manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
3-Maleimidopropionic acid 7423-55-4
Price
US $0.00/Kg/Bag
Min. Order
10g
Purity
98%min HPLC
Supply Ability
100KGS
Release date
2021-08-06
Hebei Guanlang Biotechnology Co,.LTD
Product
3-Maleimidopropionic acid 7423-55-4
Price
US $9.00/KG
Min. Order
1KG
Purity
99.9
Supply Ability
1 ton
Release date
2023-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
3-Maleimidopropionic acid 7423-55-4
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10

7423-55-4, 3-Maleimidopropionic acidRelated Search:

Bismaleimide O-Phthalimide Maleimide Succinimide N,N'-1,3-Phenylene bismaleimide Glycine Citric acid Folic acid Ethyl 2-(Chlorosulfonyl)acetate Ascoric Acid N-Succinimidyl 6-maleimidohexanoate N-Succinimidyl 3-maleimidopropionate DIALIFOS BETA-MALEIMIDOPROPIONIC ACID,N-BETA-MALEIMIDOPROPIONIC ACID MALEIMIDOPROPIONIC ACID 3-Maleimidopropionic acid-PFP ester MALEIMIDOPROPIONIC ACID N-HYDROXYSULFOSUCCINIMIDE ESTER,MALEIMIDOPROPIONIC ACID N-HYDROXYSULPHOSUCCINIMIDE ESTER MALEIMIDOPROPIONIC ACID HYDRAZIDE HYDROCHLORIDE,MALEIMIDOPROPIONIC ACID HYDRAZIDE HCL

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  • RARECHEM AL CD 0912
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  • MALEOYL-BETA-ALA-OH
  • BMPA
  • BETA-MALEIMIDOPROPIONIC ACID
  • B-MALEIMIDOPROPIONIC ACID
  • 3-Maleinimidopropionicacid
  • 3-Maleimidopropionic
  • n-maleoyl-β-alanine
  • 3-MALEIMIDOPROPIONOIC ACID DIHYDRATE
  • 3-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-prop
  • 3-Maleimidopropionic acid, N-(2-Carboxyethyl)maleimide
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  • N-Maleoyl-β-alanine,3-Maleimidopropionic acid, N-(2-Carboxyethyl)maleimide
  • Mal-(CH2)2-COOH (MPA)
  • N-(2-Carboxyethyl)maleimide, 3-Maleimidopropionic acid
  • 2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-propanoic Acid
  • Maleoyl-bAla-OH, MPA-OH, 3-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-propionic acid
  • 3-MaleiMidopropioniccid (BMPA)
  • Mal-(CH2)2-COOH
  • MPA 3-Maleimidopropionic acid
  • 3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)propa
  • N-Maleoyl-beta-alanine 97%
  • 3-maleimidopropropionic acid
  • 3-Maleimidopropionic acid(MPA)
  • Maleimide-(CH2)2-COOH
  • 3-(2,5-Dioxo-2,5-dihydropyrrol-1-yl)propanoic acid
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  • [MAL-PA] 3-Maleimide propionic acid
  • 3-maleimide propionic acid
  • N-Maleoyl-β-alanine
  • 7423-55-4
  • Organic Building Blocks
  • Cyclic Imides
  • Building Blocks
  • Carbonyl Compounds
  • Maleimide Derivatives
  • N-Substituted Maleimides
  • N-Substituted Maleimides, Succinimides & Phthalimides
  • Cross Linking Reagents
  • MTS & Sulfhydryl Active Reagents
  • Heterobifunctional Crosslinker
  • Building Blocks
  • Carbonyl Compounds
  • Chemical Synthesis
  • Cyclic Imides
  • Organic Building Blocks