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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;3-(2,5-Dioxopyrrol-1-yl)propanoic acid;AKOS BC-0729;Mal-(CH2)2-COOH;MALEOYL-BETA-ALA-OH;RARECHEM AL CD 0912
CBNumber:
CB1371466
Molecular Formula:
C7H7NO4
Molecular Weight:
169.13
MDL Number:
MFCD00043030
MOL File:
7423-55-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-08-04 11:17:55
Product description Number Pack Size Price
N-Maleoyl-β-alanine 97% 394815 250mg $246
N-Maleoyl-β-alanine 97% 394815 1g $519
3-Maleimidopropionic Acid >97.0%(GC) M1962 1g $80
3-Maleimidopropionic Acid >97.0%(GC) M1962 5g $273
3-Maleimidopropionic Acid M2132-60 1g $446
More product size

3-Maleimidopropionic acid Properties

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
InChI InChI=1S/C7H7NO4/c9-5-1-2-6(10)8(5)4-3-7(11)12/h1-2H,3-4H2,(H,11,12)
InChIKey IUTPJBLLJJNPAJ-UHFFFAOYSA-N
SMILES N1(CCC(O)=O)C(=O)C=CC1=O
CAS DataBase Reference 7423-55-4(CAS DataBase Reference)
FDA UNII Q5C4V9T6GU
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
10-21
HS Code  29252900
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
0
2 0

3-Maleimidopropionic acid price More Price(113)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 394815 N-Maleoyl-β-alanine 97% 7423-55-4 250mg $246 2026-04-30 Buy
Sigma-Aldrich 394815 N-Maleoyl-β-alanine 97% 7423-55-4 1g $519 2026-04-30 Buy
TCI Chemical M1962 3-Maleimidopropionic Acid >97.0%(GC) 7423-55-4 1g $80 2026-04-30 Buy
TCI Chemical M1962 3-Maleimidopropionic Acid >97.0%(GC) 7423-55-4 5g $273 2026-04-30 Buy
Usbiological M2132-60 3-Maleimidopropionic Acid 7423-55-4 1g $446 2026-06-03 Buy
Product number Packaging Price Buy
394815 250mg $246 Buy
394815 1g $519 Buy
M1962 1g $80 Buy
M1962 5g $273 Buy
M2132-60 1g $446 Buy

3-Maleimidopropionic acid Chemical Properties,Uses,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

References

[1] International Journal of Molecular Sciences, 2017, vol. 18, # 9,
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 24, p. 9955 - 9968
[3] Journal of Controlled Release, 2015, vol. 220, p. 660 - 670
[4] Chemistry - A European Journal, 2015, vol. 21, # 38, p. 13186 - 13190
[5] Journal of the American Chemical Society, 2013, vol. 135, # 11, p. 4333 - 4363

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View Lastest Price from 3-Maleimidopropionic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
3-Maleimidopropionic acid pictures 2026-08-13 3-Maleimidopropionic acid
7423-55-4
10g 98%min HPLC 100KGS WUHAN FORTUNA CHEMICAL CO., LTD
3-Maleimidopropionic acid pictures 2026-08-03 3-Maleimidopropionic acid
7423-55-4
1KG 98% 1000kgs Shaanxi Dideu New Materials Co. Ltd
3-Maleimidopropionic acid pictures 2026-05-28 3-Maleimidopropionic acid
7423-55-4
$9.00 1KG 99.9 1 ton Hebei Chuanghai Biotechnology Co,.LTD
N-(2-CARBOXYETHYL)MALEIMIDE N-BETA-MALEIMIDOPROPIONIC ACID MPA-OH N-MALEOYL-BETA-ALANINE RARECHEM AL CD 0912 AKOS BC-0729 3-MALEIMIDOPROPIONIC ACID 3-(2,5-DIOXO-2,5-DIHYDRO-PYRROL-1-YL)-PROPIONIC ACID MALEOYL-BETA-ALA-OH 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 N-Maleoyl-β-ananine 3-Maleimidopropionic acid ,98% 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 3-MaleimidopropionicAcid> 1H-Pyrrole-1-propanoic acid, 2,5-dihydro-2,5-dioxo- [MAL-PA] 3-Maleimide propionic acid 3-maleimide propionic acid 3-Maleimidopropionic acid dihydrate N-Maleoyl-β-alanine MPS-Acid (QBD-10323) BMPA 3-(2,5-Dioxopyrrol-1-yl)propanoic acid 3-(2,5-DIOXO-2,5-DIHYDRO-1H-PYRROL-1-YL)PROPANOIC ACID 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