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
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

Preparation Products

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3-Maleimidopropionic acid Suppliers

Suzhou Highfine Biotech Co., Ltd
Tel
0512-68417696 13962195629
Fax
0512-68417696
Email
qirl@highfine.com
Country
China
ProdList
499
Advantage
75
Guangzhou Hongyuan Chemical Co.,Ltd
Tel
15817493340
Email
981810490@qq.com
Country
China
ProdList
402
Advantage
58
New Energy Chemicals
Tel
0515-82159088 13770142076
Fax
86-0515-8215909
Email
twl@njuchem.com
Country
China
ProdList
206
Advantage
65
Shanghai Gugang New Materials Technology Co. Ltd.
Tel
021-51317962
Fax
021-51317962
Email
296935822@qq.com
Country
China
ProdList
963
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
PharmaBlock Sciences (Nanjing),Inc.
Tel
400-0255188 4000255188
Fax
86-025-86918232
Email
sales@pharmablock.com
Country
China
ProdList
5268
Advantage
55
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
Advantage
62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3576
Advantage
66
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30132
Advantage
84
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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

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