(-)-Blebbistatin

Basic Information

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CAS Number

856925-71-8

Molecular Formula

C18H16N2O2

Molecular Weight

292.33 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

210-212°C

Solubility

DMSO: soluble5mg/mL

SMILES

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CC1=CC2=C(C=C1)N=C3C(C2=O)(CCN3C4=CC=CC=C4)O

InChI

InChI=1S/C18H16N2O2/c1-12-7-8-15-14(11-12)16(21)18(22)9-10-20(17(18)19-15)13-5-3-2-4-6-13/h2-8,11,22H,9-10H2,1H3/t18-/m1/s1

InChIKey

LZAXPYOBKSJSEX-GOSISDBHSA-N

LogP

2.862720000000001

Topological Polar Surface Area

52.900000000000006 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

497

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H312 Harmful in contact with skin
Acute toxicity, dermal

H315 Causes skin irritation
Skin corrosion/irritation

H317 May cause an allergic skin reaction
Sensitization, Skin

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H332 Harmful if inhaled
Acute toxicity, inhalation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

4H-Pyrrolo[2,3-b]quinolin-4-one,1,2,3,3a-tetrahydro-3a-hydroxy-6-methyl-1-phenyl-, (3aS)-
(S)-(-)-Blebbistatin
(-)-Blebbistatin
(3aS)-3a-hydroxy-6-methyl-1-phenyl-2,3-dihydropyrrolo[2,3-b]quinolin-4-one
1-Phenyl-1,2,3,4-tetrahydro-4-hydroxypyrrolo[2.3-b]-7-methylquinolin-4-one
(S)-blebbistatin
8WII7624I5
(-)-1-PHENYL-1,2,3,4-TETRAHYDRO-4-HYDROXYPYRROLO[2,3-B]-7-METHYLQUINOLIN-4-ONE
Blebbistatin, (-)-
(3aS)-3a-hydroxy-6-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one
(−)-Blebbistatin
Blebbistatin (S)-form [MI]
(-)Blebbistatin
(?)-Blebbistatin
(-)-Blebbistatinsynthetic
AOB6855
1-Phenyl-1,2,3,4-tetrahydr
(3aS)-3a-hydroxy-6-methyl-1-phenyl-1H,2H,3H,3aH,4H-pyrrolo[2,3-b]quinolin-4-one
DB01944
4H-Pyrrolo(2,3-b)quinolin-4-one, 1,2,3,3a-tetrahydro-3a-hydroxy-6-methyl-1-phenyl-, (3aS)-
BB181114
Q27093043
(-)-Blebbistatin, solid, synthetic
1,2,3,3a-Tetrahydro-3aS-hydroxy-6-methyl-1-phenyl-4H-Pyrrolo[2,3-b]quinolin-4-one
s7099
NCGC00092288-01
UNII-8WII7624I5
SCHEMBL4330341
NCGC00092288-02
NCGC00092288-05
HMS3653A05

MDL Number

MFCD08460907

FAQ

What are the physical and chemical properties of (-)-Blebbistatin (CAS: 856925-71-8)?

(-)-Blebbistatin is a crystalline compound with a molecular weight of approximately 441.34 g/mol. It has a solubility of about 0.25 mg/mL in DMSO. Chemically, it is relatively stable but can be sensitive to acidic conditions. It has been used in biological assays due to its specific inhibition of myosin II ATPase activity.

How is (-)-Blebbistatin (CAS: 856925-71-8) typically synthesized?

(-)-Blebbistatin is typically synthesized via a multi-step process involving organic transformations such as alkylation, hydrolysis, and oxidation. The key steps involve the preparation of an intermediate compound from blebbistatin, followed by enantioselective synthesis using chiral catalysts to achieve high yield and selectivity.

What industries use (-)-Blebbistatin (CAS: 856925-71-8)?

(-)-Blebbistatin is primarily used in the pharmaceutical and research industries for its role in inhibiting myosin II ATPase activity. It is also utilized in the development of drugs targeting muscle contraction and in biotechnological applications for molecular biology research.

What precautions should be taken when handling (-)-Blebbistatin (CAS: 856925-71-8)?

When handling (-)-Blebbistatin, it is important to use personal protective equipment such as gloves and goggles. Store it in a cool, dark place, and avoid exposure to moisture and acidic conditions. In case of spill, immediately clean up and consult the Safety Data Sheet (SDS) for further instructions. Ensure adequate ventilation and work in a fume hood when performing experiments.