ChemicalBook >> CAS DataBase List >>6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline

6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline

CAS No.
1139889-93-2
Chemical Name:
6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline
Synonyms
Golgicide A;Golgicide A (GCA);Golgicide A - CAS 1139889-93-2 - Calbiochem;6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline;6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline USP/EP/BP;rel-(3aR,9bS)-6,8-Difluoro-4-(pyridin-3-yl)-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline;3H-Cyclopenta[c]quinoline, 6,8-difluoro-3a,4,5,9b-tetrahydro-4-(3-pyridinyl)-, (3aR,9bS)-rel-
CBNumber:
CB12518793
Molecular Formula:
C17H14F2N2
Molecular Weight:
284.3
MDL Number:
MOL File:
1139889-93-2.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline Properties

storage temp. Store at RT
solubility insoluble in H2O; ≥12.95 mg/mL in DMSO; ≥2.27 mg/mL in EtOH with ultrasonic
form Off-white solid
CAS DataBase Reference 1139889-93-2

6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 345862 Golgicide A - CAS 1139889-93-2 - Calbiochem
A cell-permeable quinoline compound that selectively targets ArfGEF GBF1, but not BIG1/2, and attenuates GBF1-mediated cellular vesicle traffickings in a reversible manner.
1139889-93-2 10mg $159 2024-03-01 Buy
Tocris 3584 Golgicide A ≥98%(HPLC) 1139889-93-2 10 $223 2021-12-16 Buy
TRC G766500 Golgicide A 1139889-93-2 25mg $155 2021-12-16 Buy
Usbiological 255389 Golgicide A 1139889-93-2 10mg $480 2021-12-16 Buy
ChemScene CS-0019687 Golgicide A 99.17% 1139889-93-2 10mg $115 2021-12-16 Buy
Product number Packaging Price Buy
345862 10mg $159 Buy
3584 10 $223 Buy
G766500 25mg $155 Buy
255389 10mg $480 Buy
CS-0019687 10mg $115 Buy

6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline Chemical Properties,Uses,Production

Uses

Golgicide A, a potent, highly specific, reversible inhibitor of the cis-Golgi ArfGEF GBF1.

Definition

ChEBI: Golgicide A is a diastereoisomeric mixture comprising racemic cis- and racemic trans-goglioside A in a 10:1 ratio. It is a potent and rapidly reversible GBF1 (Golgi-specific brefeldin A-resistance guanine nucleotide exchange factor 1) inhibitor. The (3aS,4R,9bR) isomer is the most active (see Bioorg. Med. Chem. Lett., 2012, 22, 5177-5181). It has a role as a cis-Golgi ArfGEF GBF inhibitor. It contains a cis-golgicide A and a trans-golgicide A.

General Description

A cell-permeable quinoline compound that selectively targets ArfGEF GBF1, but not BIG1/2, and attenuates GBF1-mediated cellular vesicle traffickings in a reversible manner. Phenotypic comparisons in Vero (African Green Monkey Kidney epithelial) cultures reveal that selective blockage of GBF1 function by GCA (10 μM) or by FGB1-E794K dominant-inactive expression affects medial- and cis-Golgi similarly to that seen with BFA (Cat. No. 203729), however, the non-GBF1-specific BFA (10 μg/ml or 35.6 μM) causes additional GBF1-independent morphologic effects on TGN, notably the rapid dispersal of Golgi-associated coat proteins AP-1 and GGA3, which are not seen with GCA treatment. Endocytic/retrograde transport studies using GCA establishes that GBF1 function is not required for the transport of bacterial toxins to the endosomes, however the retrograde transport of StxB (shiga toxin B subunit) from endosomes to TGN and Golgi is GBF1-dependent (100% inhibition of StxB sulfation at 10 μM), accounting for GCA′s (10 μM) ability to completely prevent Vera cells from Stx-induced (up to 100 ng/ml) inhibition of cellular protein synthesis.

storage

Store at RT

6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline Preparation Products And Raw materials

Raw materials

Preparation Products

6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline Suppliers

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1139889-93-2(6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline)Related Search:

6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline Golgicide A 3H-Cyclopenta[c]quinoline, 6,8-difluoro-3a,4,5,9b-tetrahydro-4-(3-pyridinyl)-, (3aR,9bS)-rel- Golgicide A - CAS 1139889-93-2 - Calbiochem 6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline USP/EP/BP rel-(3aR,9bS)-6,8-Difluoro-4-(pyridin-3-yl)-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline Golgicide A (GCA) 1139889-93-2 C17H14F2N2 Inhibitors Chiral Reagents Heterocycles Intermediates & Fine Chemicals Pharmaceuticals