Tipifarnib | CAS No. 192185-72-1

Tipifarnib

Basic Information

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CAS Number

192185-72-1

Molecular Formula

C27H22Cl2N4O

Molecular Weight

489.41 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

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

Agricultural Chemicals Pesticides Herbicides

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

211-213°C (dec.)

Boiling Point

681.7°Cat760mmHg

Density

1.33

Flash Point

366.1°C

Refractive Index

1.671

Vapor Pressure

0.0±2.1 mmHg at 25°C

SMILES

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CN1C=NC=C1C(C2=CC=C(C=C2)Cl)(C3=CC4=C(C=C3)N(C(=O)C=C4C5=CC(=CC=C5)Cl)C)N

InChI

InChI=1S/C27H22Cl2N4O/c1-32-16-31-15-25(32)27(30,18-6-9-20(28)10-7-18)19-8-11-24-23(13-19)22(14-26(34)33(24)2)17-4-3-5-21(29)12-17/h3-16H,30H2,1-2H3/t27-/m1/s1

InChIKey

PLHJCIYEEKOWNM-HHHXNRCGSA-N

LogP

5.496400000000004

Topological Polar Surface Area

65.84 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

785

Synonyms & References

English

192185-72-1
CCG-264893
AC-33171
EX-A2346
Tipifarnib (Zarnestra)
CCRIS 9329
SB16693
(R)-TIPIFARNIB
tipifarnibum
AMY20627
Q-102509
2(1H)-Quinolinone, 6-[(R)-amino(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-4-(3-chlorophenyl)-1-methyl-
BCP02262
AKOS027326864
BCPP000044
2 (1H))-Quinolinone,6-(amino(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl)-4-(3-chlorophenyl)-1-methyl-, (+)-
R115777; TIPIFARNIB
R-115777
(R)-6-[Amino(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-4-(3-chlorophenyl)-1-methyl-2(1H)-quinolinone
HY-10502
Tipifarnib [USAN]
SMR002530065
JAN
TIPIFARNIB [MART.]
1x81
CS-0475
2 (1H))-Quinolinone,6-(amino(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl)-4-(3-chlorophenyl)-1-methyl-
CHEBI:141969
DB04960
6-[(R)-amino(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-4-(3-chlorophenyl)-1-methylquinolin-2(1H)-one
HMS3748E21

MDL Number

MFCD07772347

FAQ

What are the physical and chemical properties of Tipifarnib (CAS: 192185-72-1)?

Tipifarnib is a crystalline compound with a molecular weight of approximately 414.55 g/mol. Its solubility in water is low, and it is slightly soluble in ethanol. Tipifarnib exhibits good stability in acidic and basic conditions but is reactive towards strong oxidizing agents. It is typically stored at room temperature in a desiccator.

How is Tipifarnib (CAS: 192185-72-1) typically synthesized?

Tipifarnib is synthesized via a multi-step process involving condensation, alkylation, and functional group transformations. Key steps include the synthesis of a piperidine ring and subsequent alkylation at the C20 position of farnesyl pyrophosphate. The reaction typically uses organic solvents and catalysts like palladium, with high selectivity and yield around 80-90%.

What industries use Tipifarnib (CAS: 192185-72-1)?

Tipifarnib is primarily used in the pharmaceutical industry for the development of cancer treatments. It has shown potential in targeting RAS oncogenes, which are frequently mutated in various cancers. Though less common, it has applications in research for studying protein farnesylation and its role in cellular processes.

What precautions should be taken when handling Tipifarnib (CAS: 192185-72-1)?

When handling Tipifarnib, appropriate personal protective equipment (PPE) is essential, including gloves, protective eyewear, and lab coat. Work should be conducted in a fume hood to minimize exposure. Spills should be cleaned up using appropriate absorbent materials, and the area should be thoroughly ventilated. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.