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Merck

D5294

Dilazep dihydrochloride

powder

Sinónimos:

ASTA C 4898, Cormelian, N,N′-bis(3-[3,4,5-Trimethoxybenzoyloxy]propyl)homopiperazine dihydrochloride

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Fórmula empírica (notación de Hill):
C31H44N2O10 · 2HCl
Número CAS:
20153-98-4
Peso molecular:
677.61
NACRES:
NA.77
PubChem Substance ID:
24278372
UNSPSC Code:
12352200
EC Number:
243-548-8
MDL number:
MFCD00133267

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InChI key

VILIWRRWAWKXRW-UHFFFAOYSA-N

InChI

1S/C31H44N2O10.2ClH/c1-36-24-18-22(19-25(37-2)28(24)40-5)30(34)42-16-8-12-32-10-7-11-33(15-14-32)13-9-17-43-31(35)23-20-26(38-3)29(41-6)27(21-23)39-4;;/h18-21H,7-17H2,1-6H3;2*1H

SMILES string

Cl[H].Cl[H].COc1cc(cc(OC)c1OC)C(=O)OCCCN2CCCN(CCCOC(=O)c3cc(OC)c(OC)c(OC)c3)CC2

form

powder

color

white

solubility

H2O: 10 mg/mL

storage temp.

2-8°C

Quality Level

200

Gene Information

human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)

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Este artículo
Z0127SML1092I7379
Dilazep dihydrochloride powder

Sigma-Aldrich

D5294

Dilazep dihydrochloride

Zatebradine hydrochloride ≥98% (HPLC), powder

Sigma-Aldrich

Z0127

Zatebradine hydrochloride

Levobupivacaine hydrochloride ≥98% (HPLC)

Sigma-Aldrich

SML1092

Levobupivacaine hydrochloride

Imipramine hydrochloride ≥99% (TLC)

Sigma-Aldrich

I7379

Imipramine hydrochloride

form

powder

form

powder

form

powder

form

powder

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

200

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

solubility

H2O: 10 mg/mL

solubility

H2O: >10 mg/mL

solubility

H2O: 20 mg/mL, clear

solubility

H2O: 50 mg/mL

color

white

color

white

color

white to beige

color

white

Gene Information

human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)

Gene Information

-

Gene Information

human ... SCN4A(6329)

Gene Information

human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR4(3360), HTR5A(3361), HTR5B(645694), HTR6(3362), HTR7(3363), SLC6A2(6530), SLC6A4(6532)

General description

Dilazep comprises central cyclic diamine and phenyl rings connected via alkyl linkers.[1]

Application

Dilazep dihydrochloride has been used in estrogen receptor (ERα) antagonistic assay.[2] It has also been used as an equilibrative nucleoside transporter inhibitor (ENT 1 and 2) in cancer cell lines.[3]

Biochem/physiol Actions

Dilazep is a equilibrative nucleoside transporter 1 (ENTs) inhibitor.[1] It is an antianginal drug[2] and an effective coronary vasodilator.[4] Dilazep elicits anti-albuminuric effects and is an anti-platelet agent.[4] It is a potent adenosine uptake inhibitor and suppresses effects of ischemia.[5]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0000488202
0000488202
0000440662
0000440662
0000350686

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Dilazep analogues for the study of equilibrative nucleoside transporters 1 and 2 (ENT1 and ENT2)
Playa H, et al.
Bioorganic & medicinal chemistry letters, 24(24), 5801-5804 (2014)
S M Delaney et al.
The Journal of pharmacology and experimental therapeutics, 285(2), 568-572 (1998-05-15)
Selective inhibitors of adenosine production, degradation and transport were used to potentiate in vivo levels of adenosine and to determine the source of both basal and N-methyl-D-aspartate (NMDA)-induced increases in levels of endogenous adenosine in vivo. Male Sprague-Dawley rats receiving
H Deguchi et al.
Blood, 90(6), 2345-2356 (1997-10-06)
Dilazep, an antiplatelet agent, is generally used as an antithrombotic drug in clinical practice. Dilazep is also known to exert cytoprotective and antioxidant effects on endothelial cells. However, its effect on the endothelial or monocyte procoagulant activity is unknown. In
Characterization of drug-induced transcriptional modules: towards drug repositioning and functional understanding
Iskar M, et al.
Molecular Systems Biology, 9(1), 662-662 (2013)
Daniel Krys et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 33(12), 13837-13851 (2019-10-12)
Elevated proliferation rates in cancer can be visualized with positron emission tomography (PET) using 3'-deoxy-3'-l-[18F]fluorothymidine ([18F]FLT). This study investigates whether [18F]FLT transport proteins are regulated through hypoxia. Expression and function of human equilibrative nucleoside transporter (hENT)-1, hENT2, and thymidine kinase
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