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SML0560

BRACO19 hydrochloride

≥96% (HPLC), powder, telomerase inhibitor

Synonym(s):

N,N′-(9-(4-(Dimethylamino)phenylamino)acridine-3,6-diyl)bis(3-(pyrrolidin-1-yl)propanamide) hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C35H43N7O2 · xHCl
CAS Number:
1177798-88-7
Molecular Weight:
593.76 (free base basis)
UNSPSC Code:
12352200
PubChem Substance ID:
329825553
NACRES:
NA.77
MDL number:
MFCD23380200
Assay:
≥96% (HPLC)
Form:
powder
Quality level:
100
Storage condition:
desiccated
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Product Name

BRACO19 hydrochloride, ≥96% (HPLC)

Quality Level

100

assay

≥96% (HPLC)

form

powder

storage condition

desiccated

color

yellow to brown

solubility

H2O: 5 mg/mL, clear

storage temp.

2-8°C

SMILES string

Cl.Cl.Cl.CN(C)c1ccc(Nc2c3ccc(NC(=O)CCN4CCCC4)cc3nc5cc(NC(=O)CCN6CCCC6)ccc25)cc1

InChI

1S/C35H43N7O2.3ClH/c1-40(2)28-11-7-25(8-12-28)38-35-29-13-9-26(36-33(43)15-21-41-17-3-4-18-41)23-31(29)39-32-24-27(10-14-30(32)35)37-34(44)16-22-42-19-5-6-20-42;;;/h7-14,23-24H,3-6,15-22H2,1-2H3,(H,36,43)(H,37,44)(H,38,39);3*1H

InChI key

MJAPNWJRLLDPAB-UHFFFAOYSA-N

Related Categories

Application

BRACO19 hydrochloride has been used to study the role of antiviral activity of G4-stabilizing agents in cells infected with latent human immunodeficiency virus -1 (HIV-1).

Biochem/physiol Actions

Telomerase is associated with tumor progression and is highly expressed in a number of tumors. BRACO19 is known to prevent the capping and catalytic action of telomerase and thus, might serve as an effective therapeutic approach for cancer treatment. BRACO19 establishes antiviral activity against HIV (human immunodeficiency virus).
BRACO19 is a telomerase inhibitor that stabilizes G-quadruplexes, targeting telomeric G-quadruplexes, inducing DNA damage and cell-cycle arrest.
BRACO19 stabilizes G-quadruplexes; telomerase inhibitor.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000195991
0000154844
0000154844
0000154843

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Yu-Lun Chen et al.
The Chinese journal of physiology, 59(6), 331-347 (2016-11-07)
Lung resistance-related protein (LRP) is a human major vault protein (MVP) implicated in drug resistance of cancer cells in a cell-type dependent manner. The primary goal of the study was to understand the role(s) of LRP in doxorubicin (DOX) resistance
The G-quadruplex-interactive molecule BRACO-19 inhibits tumor growth, consistent with telomere targeting and interference with telomerase function.
Burger A M, et al.
Cancer Research, 65(4), 1489-1496 (2005)
Anti-HIV-1 activity of the G-quadruplex ligand BRACO-19.
Perrone R, et al.
The Journal of Antimicrobial Chemotherapy, 69(12), 3248-3258 (2014)
Shyam Sushama Jose et al.
Frontiers in genetics, 9, 345-345 (2018-09-14)
Telomeropathies are rare disorders associated with impaired telomere length control mechanisms that frequently result from genetic mutations in the telomerase complex. Dyskeratosis congenita is a congenital progressive telomeropathy in which mutation in the telomerase RNA component (TERC) impairs telomere maintenance
Deficiency in DNA damage response, a new characteristic of cells infected with latent HIV-1.
Piekna-Przybylska D, et al.
Cell Cycle, 16(10), 968-978 (2017)

Global Trade Item Number

SKUGTIN
SML0560-5MG04061832824604
SML0560-25MG04061832824598

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