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F9803

FTI-277 trifluoroacetate salt

Name: FTI-277 trifluoroacetate salt
Brand: SIGMA

≥95% (HPLC), film

Synonym(s):

N-[4-[2(R)-Amino-3-mercaptopropyl]amino-2-phenylbenzoyl]methionine methyl ester trifluoroacetate salt

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₂₉N₃O₃S₂ · xC₂HF₃O₂

CAS Number:

170006-73-2

Molecular Weight:

447.61 (free base basis)

NACRES:

NA.77

PubChem Substance ID:

329799790

UNSPSC Code:

51111800

MDL number:

MFCD06795840

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Properties

Quality Level

100

assay

≥95% (HPLC)

form

film

storage condition

desiccated

solubility

H₂O: ≥2 mg/mL

shipped in

dry ice

storage temp.

−70°C

SMILES string

OC(=O)C(F)(F)F.COC(=O)[C@H](CCSC)NC(=O)c1ccc(NC[C@@H](N)CS)cc1-c2ccccc2

InChI

1S/C22H29N3O3S2.C2HF3O2/c1-28-22(27)20(10-11-30-2)25-21(26)18-9-8-17(24-13-16(23)14-29)12-19(18)15-6-4-3-5-7-15;3-2(4,5)1(6)7/h3-9,12,16,20,24,29H,10-11,13-14,23H2,1-2H3,(H,25,26);(H,6,7)/t16-,20+;/m1./s1

InChI key

GJEFFRDWFVSCOJ-PXPMWPIZSA-N

Description

Application

Farnesyltransferase inhibitor 277 (FTI-277) has been used to:

inhibit protein farnesylation in breast cell lines.
in marrow-isolated adult multilineage inducible cells (MIAMI).
inhibition of farnesyl transferase in CV-1 in Origin with SV40 genes cells (COS-7).

Biochem/physiol Actions

Highly potent (pM/nM) Ras CAAX peptidomimetic which antagonizes both H and K-Ras oncogenic signaling. Inhibitor of farnesyltransferase (Ftase) IC₅₀= 50 nM.

Farnesyltransferase inhibitor 277 (FTI-277) mediates apoptosis in multiple myeloma and is regarded as a potential therapeutic agent.

Packaging

Very hygroscopic material, package in a dry room with deoxygenated MeOH and pump down the solvent. Store with desiccant.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Progerin expression disrupts critical adult stem cell functions involved in tissue repair

Pacheco LM, et al.

Aging (Albany. NY.), 6(12), 1049-1063 (2014)

The farnesyl transferase inhibitor, FTI-277, inhibits growth and induces apoptosis in drug-resistant myeloma tumor cells

Bolick SCE, et al.

Leukemia, 17(2), 451-457 (2003)

Endothelial protective genes induced by statin is mimicked by FTI-277 and GGTI-298 drug combination-mediated ERK5 activation

Chu UB, et al.

Biochimica et Biophysica Acta, 1850(7), 1415-1425 (2015)

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