(+)-Blebbistatin

Base Information

Chemical Name:(+)-Blebbistatin
CAS No.:1177356-70-5
Molecular Formula:C₁₈H₁₆N₂O₂
Molecular Weight:292.337
Hs Code.:
UNII:XWG1958E8I
DSSTox Substance ID:DTXSID10424990
Nikkaji Number:J2.122.916D
Wikidata:Q27145266
ChEMBL ID:CHEMBL1315589
Mol file:1177356-70-5.mol

Synonyms:(+)-Blebbistatin;1177356-70-5;(R)-(+)-Blebbistatin;Blebbistatin, (+)-;UNII-XWG1958E8I;XWG1958E8I;(3aR)-3a-hydroxy-6-methyl-1-phenyl-2,3-dihydropyrrolo[2,3-b]quinolin-4-one;CHEBI:75387;(R)-3A-hydroxy-6-methyl-1-phenyl-3,3a-dihydro-1H-pyrrolo[2,3-b]quinolin-4(2H)-one;4H-Pyrrolo(2,3-b)quinolin-4-one, 1,2,3,3a-tetrahydro-3a-hydroxy-6-methyl-1-phenyl-, (3aR)-;(R)-blebbistatin;(+)-Brebbistatin;Tocris-1760;CHEMBL1315589;SCHEMBL15919292;DTXSID10424990;AKOS024456818;NCGC00025281-01;NCGC00381715-01;HY-107657;CS-0029060;J-003661;Q27145266;(3aR)-3a-hydroxy-6-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one;(3aR)-(+)-1,2,3,3a-Tetrahydro-3a-hydroxy-6-methyl-1-phenyl-4H-pyrrolo[2,3-b]quinolin-4-one

Suppliers and Price of (+)-Blebbistatin

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
(R)-(+)-Blebbistatin
25mg
$ 485.00

TRC
(R)-(+)-Blebbistatin
5mg
$ 110.00

TRC
(R)-(+)-Blebbistatin
1mg
$ 45.00

Sigma-Aldrich
(+)-Blebbistatin - CAS 1177356-70-5 - Calbiochem The inactive enantiomer of (±)-Blebbistatin.
1mg
$ 129.50

Cayman Chemical
(+)-Blebbistatin ≥98%
25mg
$ 508.00

Cayman Chemical
(+)-Blebbistatin ≥98%
1mg
$ 29.00

Cayman Chemical
(+)-Blebbistatin ≥98%
5mg
$ 123.00

Cayman Chemical
(+)-Blebbistatin ≥98%
10mg
$ 232.00

Axon Medchem
(+)-Blebbistatin 99%
5 mg
$ 165.00

Axon Medchem
(+)-Blebbistatin 99%
2 mg
$ 99.00

Total 4 raw suppliers

Chemical Property of (+)-Blebbistatin

Chemical Property:

PSA：52.90000
LogP:2.36330
Storage Temp.:-20C
XLogP3:2.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:292.121177757
Heavy Atom Count:22
Complexity:497

Purity/Quality:

99%, ^*data from raw suppliers

(R)-(+)-Blebbistatin ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=CC2=C(C=C1)N=C3C(C2=O)(CCN3C4=CC=CC=C4)O
Isomeric SMILES:CC1=CC2=C(C=C1)N=C3[C@@](C2=O)(CCN3C4=CC=CC=C4)O
General Description (+)-Blebbistatin, also known as (3aR)-3a-hydroxy-6-methyl-1-phenyl-2,3-dihydropyrrolo[2,3-b]quinolin-4-one, is a pan-myosin II inhibitor that has been widely used as a research tool to study myosin II function in motility-based diseases. While it lacks sufficient potency for clinical use, its derivatives, such as skeletostatins, have been developed to improve selectivity, solubility, photostability, and efficacy, particularly for skeletal myosin II (SkMII). These optimized analogs, including MT-134, exhibit enhanced in vivo tolerability, muscle exposure, and potential as therapeutic leads or research probes.

Technology Process of (+)-Blebbistatin

There total 30 articles about (+)-Blebbistatin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

: 856925-74-1
1-(4-bromophenyl)-3a-hydroxy-6-methyl-1,2,3,3a-tetrahydropyrrolo[2,3-b]quinolin-4-one

: 1177356-70-5,674289-55-5,856925-71-8
(3aS)-3a-hydroxy-6-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one

Guidance literature:: With hydrogen; triethylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; at 25 ℃; for 24h;
DOI:10.1002/ejoc.200500103

Reference yield: 37.0%

: 856925-72-9
6-methyl-1-phenyl-1,2,3,9-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one

: 1177356-70-5,674289-55-5,856925-71-8
(3aR)-3a-hydroxy-6-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one

: 1177356-70-5,674289-55-5,856925-71-8
(3aS)-3a-hydroxy-6-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one

Guidance literature:: 6-methyl-1-phenyl-1,2,3,9-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

With (-)-(8,8-dichlorocamphorylsulfonyl)oxaziridine; In tetrahydrofuran; at -15 ℃; for 16h; Overall yield = 85%; Overall yield = 0.250 g; Inert atmosphere;
DOI:10.1039/c7ob00006e

Reference yield: 37.0%

: 856925-72-9
6-methyl-1-phenyl-1,2,3,9-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one

: 1177356-70-5,674289-55-5,856925-71-8
(3aR)-3a-hydroxy-6-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one

: 1177356-70-5,674289-55-5,856925-71-8
(3aS)-3a-hydroxy-6-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one

Guidance literature:: 6-methyl-1-phenyl-1,2,3,9-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

With (-)-(8,8-dichlorocamphorylsulfonyl)oxaziridine; In tetrahydrofuran; at -15 ℃; for 16h; Overall yield = 85%; Overall yield = 0.250 g; Inert atmosphere;
DOI:10.1039/c7ob00006e