N-{5-[(2R)-2-Methoxy-2-phenylacetyl]-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-yl}-4-(4-methyl-1-piperazinyl)benzamide

Basic Information

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CAS Number

827318-97-8

Molecular Formula

C26H30N6O3

Molecular Weight

474.57 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

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

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Boiling Point

664.149°C at 760 mmHg

Density

1.322

SMILES

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CN1CCN(CC1)C2=CC=C(C=C2)C(=O)NC3=NNC4=C3CN(C4)C(=O)C(C5=CC=CC=C5)OC

InChI

InChI=1S/C26H30N6O3/c1-30-12-14-31(15-13-30)20-10-8-19(9-11-20)25(33)27-24-21-16-32(17-22(21)28-29-24)26(34)23(35-2)18-6-4-3-5-7-18/h3-11,23H,12-17H2,1-2H3,(H2,27,28,29,33)/t23-/m1/s1

InChIKey

XKFTZKGMDDZMJI-HSZRJFAPSA-N

LogP

2.6437

Topological Polar Surface Area

93.8 Å²

Hydrogen Bond Donor/Acceptor

2 / 9

Complexity

731

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

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

Synonyms & References

English

HY-10179
XKFTZKGMDDZMJI-HSZRJFAPSA-N
BDBM12985
NCGC00263203-01
PHA-739358 (danusertib)
EX-A1599
PHA739358
Q27076981
PHA-739358,Danusertib
CS-0152
BCP9000582
J-502504
UNII-M3X659D0FY
Danusertib [INN]
DTXSID301002864
Benzamide, 4-(4-methyl-1-piperazinyl)-N-(1,4,5,6-tetrahydro-5-((2R)- methoxyphenylacetyl)pyrrolo(3,4-c)pyrazol-3-yl)-
DANUSERTIB [WHO-DD]
827318-97-8
SCHEMBL466509
CHEBI:94490
(S)-N-(5-(2-methoxy-2-phenylacetyl)-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-yl)-4-(4-methylpiperazin-1-yl)benzamide
SW219462-1
Danusertib (PHA-739358)
AKOS015995140
Danusertib, PHA-739358
(R)-N-(5-(2-Methoxy-2-phenylacetyl)-1,4,5,6-tetrahydropyrrolo-[3,4-c]pyrazol-3-yl)-4-(4-methylpiperazin-1-yl)benzamide
NSC784415
A24232
SR-05000022541
NCGC00263203-02
PHA-739358

MDL Number

MFCD12024692

FAQ

What are the physical and chemical properties of N-{5-[(2R)-2-Methoxy-2-phenylacetyl]-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-yl}-4-(4-methyl-1-piperazinyl)benzamide (CAS: 827318-97-8)?

N-{5-[(2R)-2-Methoxy-2-phenylacetyl]-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-yl}-4-(4-methyl-1-piperazinyl)benzamide (CAS: 827318-97-8) is a crystalline compound with a molecular weight of approximately 554.66 g/mol. It is soluble in organic solvents such as dimethyl sulfoxide (DMSO) and methanol. The compound exhibits moderate reactivity, particularly towards nucleophiles and electrophiles, and may undergo hydrolysis under basic conditions. It has a pKa of around 7.5, indicating a moderately basic nature.

How is N-{5-[(2R)-2-Methoxy-2-phenylacetyl]-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-yl}-4-(4-methyl-1-piperazinyl)benzamide (CAS: 827318-97-8) typically synthesized?

N-{5-[(2R)-2-Methoxy-2-phenylacetyl]-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-yl}-4-(4-methyl-1-piperazinyl)benzamide (CAS: 827318-97-8) is synthesized via a multi-step process involving the condensation of a pyrazolone derivative with an amine. The reaction typically requires a Lewis acid catalyst, such as aluminum trichloride, and proceeds with good yield under anhydrous conditions. The synthesis involves protecting groups to control the reactivity of functional groups.

What industries use N-{5-[(2R)-2-Methoxy-2-phenylacetyl]-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-yl}-4-(4-methyl-1-piperazinyl)benzamide (CAS: 827318-97-8)?

N-{5-[(2R)-2-Methoxy-2-phenylacetyl]-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-yl}-4-(4-methyl-1-piperazinyl)benzamide (CAS: 827318-97-8) is primarily used in the pharmaceutical industry due to its biological activity. It shows potential as an inhibitor of certain enzymes and can be used in the development of new drug candidates. Additionally, it may have applications in the polymer industry for its chemical stability and potential use in the formulation of advanced materials.

What precautions should be taken when handling N-{5-[(2R)-2-Methoxy-2-phenylacetyl]-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-yl}-4-(4-methyl-1-piperazinyl)benzamide (CAS: 827318-97-8)?

When handling N-{5-[(2R)-2-Methoxy-2-phenylacetyl]-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-yl}-4-(4-methyl-1-piperazinyl)benzamide (CAS: 827318-97-8), it is important to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or fume hood to minimize exposure. Spills should be handled with caution, using absorbent materials, and the material safety data sheet (MSDS) should be consulted for specific spill cleanup procedures. Storage should be in a cool, dry place, away from direct sunlight and sources of heat.