Tipifarnib
- Product Name
- Tipifarnib
- CAS No.
- 192185-72-1
- Chemical Name
- Tipifarnib
- Synonyms
- CS-2330;R115777;IND 58359;Zarnestra;ipifarnib;TIPIFARNIB;NSC-702818;(R)-(+)-R 115777;Tipifarnib(R115777);TIPIFARNIB ZARNESTRA
- CBNumber
- CB61011759
- Molecular Formula
- C27H22Cl2N4O
- Formula Weight
- 489.4
- MOL File
- 192185-72-1.mol
Tipifarnib Property
- Melting point:
- 211-213°C (dec.)
- Boiling point:
- 681.7±55.0 °C(Predicted)
- Density
- 1.33±0.1 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- powder
- pka
- 7.20±0.10(Predicted)
- color
- white to beige
- optical activity
- [α]/D 17 to 24°, c = 1 in methanol
- 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
- SMILES
- N1(C)C2=C(C=C([C@](N)(C3=CC=C(Cl)C=C3)C3N(C)C=NC=3)C=C2)C(C2=CC=CC(Cl)=C2)=CC1=O
Safety
- HS Code
- 2933790090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- SML1668
- Product name
- Tipifarnib
- Purity
- ≥98% (HPLC)
- Packaging
- 5MG
- Price
- $138
- Updated
- 2025/07/31
- Product number
- SML1668
- Product name
- Tipifarnib
- Purity
- ≥98% (HPLC)
- Packaging
- 25MG
- Price
- $558
- Updated
- 2025/07/31
- Product number
- T4299
- Product name
- Tipifarnib
- Packaging
- 5MG
- Price
- $164
- Updated
- 2025/07/31
- Product number
- T4299
- Product name
- Tipifarnib
- Packaging
- 25MG
- Price
- $492
- Updated
- 2025/07/31
- Product number
- 11747
- Product name
- Tipifarnib
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $44
- Updated
- 2024/03/01
Tipifarnib Chemical Properties,Usage,Production
Chemical Properties
Off-White to Pale Beige Solid
Uses
A farnesyltransferase inhibitor. Sensitizes human multiple myeloma cell to proteasome inhibition by blocking degradation of bortezomib(B675700)-induced aggresomes. Also shown to inhibit the growth of myeloid leukemia cell lines and primary leukemia cells by inducing apoptosis and cell-cycle blockage when combined with rapamycin(R124000).
Definition
ChEBI: Tipifarnib is a quinolone that is 1-methylquinolin-2-one which carries a 3-chlorophenyl and an amino(4-chlorophenyl)(1-methyl-imidazol-5-yl)methyl groups at the 4 and 6 positions, respectively (the R-isomer). It has a role as an antineoplastic agent, an EC 2.5.1.58 (protein farnesyltransferase) inhibitor and an apoptosis inducer. It is a quinolone, a member of monochlorobenzenes, a member of imidazoles and a primary amino compound.
General Description
Pre-clinical studies show that tipifarnib has antiproliferative effects on pancreatic cancer cell lines at clinically relevant concentrations (concentration that inhibits 50% growth [IC50] from 9.5 to 500?nmol/L). It also exhibits marked growth retardation and antiangiogenic effects in a pancreatic cancer xenograft model.
Biological Activity
tipifarnib (also known as zarnestra or r115777), an orally bioavailable quinolone analog of imidazole heterocyclics, is a potent and specific nonpeptidomimetic competitive inhibitor of farnesyltransferase (ftase), an enezyme mediating post-translational farnesylation of multiple protein substrates involved in tumor cell proliferation. it has demonstrated inhibition of growth and proliferation of a broad range of human tumor models (either wild-type or mutated ras) via cytostatic rather than cytotoxic activity both in vitro and in vivo. it cell-type dependently induces apoptosis in some neoplastic cell lineages other than acute myeloid leukemia (aml), including multiple myeloma (mm) cell lines and mm cultures from patients.p.k. epling-burnett and thomas p. loughran jr. suppression of farnesyltransferase activity in acute myeloid leukemia and myelodysplastic syndrome: current understanding and recommended use of tipifarnib. expert opin investig drugs. 2010; 19(5): 689-698jean-pierre armand, alan k. burnett, johannes drach, jean-luc harousseau, bob lowenberg and jesus san miguel. the emerging role of targeted therapy for hematologic malignancies: update on bortezomib and tipifarnib. the oncologist 2007, 12:281-290elzbieta izbicka, david campos, gilbert carrizales and amita patnaik. biomarkers of anticancer activity of r115777 (tipifarnib, zarnestra) in human breast cancer models in vitro. anticancer research 2005; 25: 3215-3224
Biochem/physiol Actions
Tipifarnib (R115777) is an orally active and potent farnesyltransferase (FTase) inhibitor that exhibits potent anti-tumorigenic effects. Tipifarnib mechanism of action is not fully understand.
target
FTase
Tipifarnib Preparation Products And Raw materials
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View Lastest Price from Tipifarnib manufacturers
- Product
- Tipifarnib 192185-72-1
- Price
- US $2.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2018-12-23