ChemicalBook >> CAS DataBase List >>Marinopyrrole A

Marinopyrrole A

CAS No.
1227962-62-0
Chemical Name:
Marinopyrrole A
Synonyms
)-MARINOPYRROLE A;Marinopyrrole A(Maritoclax);Maritoclax, (±)-Marinopyrrole A;(+/-)-Marinopyrrole A >=95% (HPLC);Inhibitor,Maritoclax,Bcl-2 Family,inhibit;(4,4',5,5'-Tetrachloro-1'H-[1,3'-bipyrrole]-2,2'-diyl)bis((2-hydroxyphenyl)methanone);(4,4',5,5'-Tetrachloro-1'H-[1,3'-bipyrrole]-2,2'-diyl)bis((2-hydroxyphenyl)methanone);1,1'-(4,4',5,5'-Tetrachloro[1,3'-bi-1H-pyrrole]-2,2'-diyl)bis[1-(2-hydroxyphenyl)methanone];Methanone, 1,1'-(4,4',5,5'-tetrachloro[1,3'-bi-1H-pyrrole]-2,2'-diyl)bis[1-(2-hydroxyphenyl)-
CBNumber:
CB92677047
Molecular Formula:
C22H12Cl4N2O4
Molecular Weight:
510.15
MDL Number:
MFCD28167731
MOL File:
1227962-62-0.mol
Last updated:2024-07-02 08:55:41

Marinopyrrole A Properties

Melting point 205-207℃
Boiling point 732.4±60.0 °C(Predicted)
Density 1.62±0.1 g/cm3(Predicted)
storage temp. Store at -20°C
solubility Soluble in DMSO
form A solid
pka 6.87±0.30(Predicted)
color Light yellow to yellow

SAFETY

Risk and Safety Statements

Hazard statements  H413
Precautionary statements  P273-P501

Marinopyrrole A price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC T291055 1,1''-(4,4'',5,5''-Tetrachloro[1,3''-bi-1H-pyrrole]-2,2''-diyl)bis[1-(2-hydroxyphenyl)methanone] 1227962-62-0 50mg $760 2021-12-16 Buy
ApexBio Technology B1080 MarinopyrroleA 1227962-62-0 50mg $929 2021-12-16 Buy
ApexBio Technology B1080 MarinopyrroleA 1227962-62-0 2mg $95 2021-12-16 Buy
ApexBio Technology B1080 MarinopyrroleA 1227962-62-0 5mg $150 2021-12-16 Buy
ApexBio Technology B1080 MarinopyrroleA 1227962-62-0 10mg $268 2021-12-16 Buy
Product number Packaging Price Buy
T291055 50mg $760 Buy
B1080 50mg $929 Buy
B1080 2mg $95 Buy
B1080 5mg $150 Buy
B1080 10mg $268 Buy

Marinopyrrole A Chemical Properties,Uses,Production

Uses

1,1''-(4,4'',5,5''-Tetrachloro[1,3''-bi-1H-pyrrole]-2,2''-diyl)bis[1-(2-hydroxyphenyl)methanone] is a marine anticancer compound. Also, it possesses anti-bacterial properties against methicillin-resistant Staphylococcus aureus.

Definition

ChEBI: (-)-marinopyrrole A is a member of the class of pyrroles that is 1'H-1,3'-bipyrrole substituted by four chloro groups at positions 4, 4', 5 and 5' and two 2-hydroxybenzoyl moieties at positions 2 and 2'. It is isolated from Streptomyces sp.CNQ-418 and exhibits cytotoxic and antibacterial activities. It has a role as an antimicrobial agent, an antibacterial agent, an antineoplastic agent, a marine metabolite and a bacterial metabolite. It is a member of pyrroles, an organochlorine compound, a member of phenols and an aromatic ketone.

Biological Activity

marinopyrrole a is a selective inhibitor of mcl-1 with ic50 value of 10.1μm [1].marinopyrrole a is a natural product froma species of marine-derived streptomycetes and is reported to be an antagonist of mcl-1. mcl-1 is a member of the anti-apoptotic bcl-2 family, which is a well-validated drug target for cancer treatment. nmr titration experiments show that marinopyrrole a can directly interact with mcl-1. it can prevent bim-bh3 peptides from binding to mcl-1 but not bcl-xl. the cell based assay shows a high selectivity of marinopyrrole a. treatment with marinopyrrole a inhibit the viability of k562 cells transfected with mcl-1 gene with ec50 value of 1.6μm. the selectivity is more than 40-fold greater over the cells transfected with bcl-xl gene. moreover, marinopyrrole a can decreases mcl-1 expression by increasing the cleavage of caspase-3 and parp. marinopyrrole a is also reported to completely restore the sensitivity of multidrug resistant leukemia cells to abt-737 [1].

References

[1] doi k, li r, sung ss, et al. discovery of marinopyrrole a (maritoclax) as a selective mcl-1 antagonist that overcomes abt-737 resistance by binding to and targeting mcl-1 for proteasomal degradation. j biol chem. 2012 mar, 287(13): 10224-35.

Marinopyrrole A Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 57)Suppliers
Supplier Tel Email Country ProdList Advantage
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32760 60
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Career Henan Chemica Co
+86-0371-86658258 +8613203830695 laboratory@coreychem.com China 30253 58
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6393 58
Nanjing Doge Biomedical Technology Co., Ltd
+86-25-58227606 +86-15305155328 sales@dogechemical.com China 4128 58
Wuhan Topule Biopharmaceutical Co., Ltd
+8618327326525 masar@topule.com China 8474 58
Zibo Hangyu Biotechnology Development Co., Ltd
+86-0533-2185556 +8617865335152 Mandy@hangyubiotech.com China 10978 58
LEAPCHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 43348 58
Aladdin Scientific
+1-+1(833)-552-7181 sales@aladdinsci.com United States 57511 58
Wuhan Jingkang en Biomedical Technology Co., Ltd
+8613720134139 orders@jknbiochem.com China 4692 58
1,1'-(4,4',5,5'-Tetrachloro[1,3'-bi-1H-pyrrole]-2,2'-diyl)bis[1-(2-hydroxyphenyl)methanone] Marinopyrrole A(Maritoclax) Maritoclax, (±)-Marinopyrrole A Methanone, 1,1'-(4,4',5,5'-tetrachloro[1,3'-bi-1H-pyrrole]-2,2'-diyl)bis[1-(2-hydroxyphenyl)- (+/-)-Marinopyrrole A >=95% (HPLC) )-MARINOPYRROLE A (4,4',5,5'-Tetrachloro-1'H-[1,3'-bipyrrole]-2,2'-diyl)bis((2-hydroxyphenyl)methanone) Inhibitor,Maritoclax,Bcl-2 Family,inhibit (4,4',5,5'-Tetrachloro-1'H-[1,3'-bipyrrole]-2,2'-diyl)bis((2-hydroxyphenyl)methanone) 1227962-62-0 C22H12Cl4N2O4