BAY 73-6691 - ≥99% , CAS No.794568-92-6

CAS: 794568-92-6 Cat. No.: B649392 Summenformel: C₁₅H₁₂ClF₃N₄O Molekulargewicht: 356.73 EG-Nummer: 622-056-0 PubChem CID: 135541419

GRADE & PURITY ≥99%

Synonyms

SCHEMBL534220 | MS-25592 | 4H-Pyrazolo(3,4-d)pyrimidin-4-one, 1-(2-chlorophenyl)-1,5-dihydro-6-((2R)-3,3,3-trifluoro-2-methylpropyl)- | 1-(2-Chlorophenyl)-6-[(2r)-3,3,3-Trifluoro-2-Methylpropyl]-1,7-Dihydro-4h-Pyrazolo[3,4-D]pyrimidin-4-One | 1-(2-Chlorop

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Übersicht

BAY 73-6691 ((R)-BAY 73-6691) is a potent, brain penetrant, and selective PDE9A inhibitor

In Vitro

The BAY 73-6691 dose-dependently alleviates cell viability loss due to Aβ 25-35 treatment. It is found that when SH-SY5Y cells are cultured by Aβ 25-35 , a high degree of cell apoptosis is observed, while additional stimulation with BAY 73-6691 causes attenuation of cell apoptosis.? BAY 73-6691 dose-dependently attenuates oxidative stress induced by Aβ 25-35 , and BAY 73-6691 at 200 μg/mL almost neutralizes Aβ 25-35 -induced oxidative damage. The BAY 73-6691 attenuates Aβ 25-35 -induced increase of apoptosis cells. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

BAY 73-6691 dose-dependently improves the acquisition performance in the Aβ 25-35 -injected mice on days 7 to 10 (day 7, F (5,54) =65.153; day 8, F (5,54) =62.340; day 9, F (5,54) =37.529; day 10, F (5,54) =38.624; P<0.001). BAY 73-6691 at 3 mg/kg can almost completely abolish the prolongation of escape-latency on days 9 to 10.? BAY 73-6691 dose-dependently elevates the Aβ 25-35 -induced decrease of the dwell time on the 10th day post Aβ 25-35 injection (day 10, F (5,54) =27.360, P<0.001). Results reveal that the Aβ 25-35 injection and BAY 73-6691 treatment cause no influence on the swimming speed. Treatment with BAY 73-6691 does not cause detectable alteration of spatial memory in sham mice. BAY 73-6691 alleviates Aβ 25-35 -induced abnormalities of the above indices. The BAY 73-6691 causes no influence on the four indices mentioned above in sham mice. The BAY 73-6691 has no significant effect on the apoptosis of hippocampal neurons in sham mice . MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:PDE9

Specifications

Synonyme

SCHEMBL534220 | MS-25592 | 4H-Pyrazolo(3,4-d)pyrimidin-4-one, 1-(2-chlorophenyl)-1,5-dihydro-6-((2R)-3,3,3-trifluoro-2-methylpropyl)- | 1-(2-Chlorophenyl)-6-[(2r)-3,3,3-Trifluoro-2-Methylpropyl]-1,7-Dihydro-4h-Pyrazolo[3,4-D]pyrimidin-4-One | 1-(2-Chlorop

Spezifikationen & Reinheit

≥99%

Biochemische und physiologische Mechanismen

BAY 73-6691 ((R)-BAY 73-6691) is a potent, brain penetrant, and selective PDE9A inhibitor.

Storage

Store at -20°C

Verschickt in

Ice chest + Ice pads

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Aktionsart

INHIBITOR

Reinheit

≥99%

Namen und Kennungen

Kanonisches Lächeln

CC(CC1=NC2=C(C=NN2C3=CC=CC=C3Cl)C(=O)N1)C(F)(F)F

IUPAC Name

1-(2-chlorophenyl)-6-[(2R)-3,3,3-trifluoro-2-methylpropyl]-5H-pyrazolo[3,4-d]pyrimidin-4-one

InChIKey

FFPXPXOAFQCNBS-MRVPVSSYSA-N

INCHI

1S/C15H12ClF3N4O/c1-8(15(17,18)19)6-12-21-13-9(14(24)22-12)7-20-23(13)11-5-3-2-4-10(11)16/h2-5,7-8H,6H2,1H3,(H,21,22,24)/t8-/m1/s1

Isomere SMILES

C[C@H](CC1=NC2=C(C=NN2C3=CC=CC=C3Cl)C(=O)N1)C(F)(F)F

PubChem CID

135541419

Molekulargewicht

356.73

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Klasse Azoles
      • Subclass Pyrazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Klasse: Azoles
• Subclass: Pyrazoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyrazoles
• Alternative Parents: Pyrazolo[3,4-d]pyrimidines Pyrimidones Chlorobenzenes Aryl chlorides Vinylogous amides Heteroaromatic compounds Lactams Azacyclic compounds Alkyl fluorides Organic oxides Hydrocarbon derivatives Organochlorides Organofluorides Organonitrogen compounds Organooxygen compounds Organic anions
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phenylpyrazole - Pyrazolopyrimidine - Pyrazolo[3,4-d]pyrimidine - Chlorobenzene - Halobenzene - Pyrimidone - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Pyrimidine - Benzenoid - Vinylogous amide - Heteroaromatic compound - Lactam - Azacycle - Organic oxide - Organic oxygen compound - Organonitrogen compound - Organofluoride - Organochloride - Organohalogen compound - Organooxygen compound - Alkyl halide - Alkyl fluoride - Organic nitrogen compound - Hydrocarbon derivative - Organic anion - Aromatic heteropolycyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as phenylpyrazoles. These are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Zugehörige Ziele (menschlich)

PDE9A Tchem High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A (3 Activities)

Discover Target: PDE9A

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PDE1B Tclin Calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B (1 Activities)

Discover Target: PDE1B

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemische und physikalische Eigenschaften

• Löslichkeit: DMSO : 160 mg/mL (448.52 mM; Need ultrasonic and warming)
• Molekulargewicht: 356.730 g/mol
• XLogP3: 3.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 356.065 Da
• Monoisotopic Mass: 356.065 Da
• Topological Polar Surface Area: 59.300 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 527.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1