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C101

8-Cyclopentyl-1,3-dipropylxanthine

A1 adenosine receptor antagonist, solid

Synonym(e):

1,3-Dipropyl-8-cyclopentylxanthine, DPCPX, PD 116,948

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PackungsgrößeSKUVerfügbarkeitPreis
25 mg
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CHF 82.80
100 mg
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CHF 181.00
CHF 153.85

Über diesen Artikel

Empirische Formel (Hill-System):
C16H24N4O2
CAS-Nummer:
102146-07-6
Molekulargewicht:
304.39
UNSPSC Code:
12352202
PubChem Substance ID:
24277697
NACRES:
NA.77
MDL number:
MFCD00055117
Form:
solid
Quality level:
100

CHF 82.80

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Produktname

8-Cyclopentyl-1,3-dipropylxanthine, solid

form

solid

Quality Level

100

color

white

solubility

DMSO: >10 mg/mL, 0.1 M NaOH: 2 mg/mL, ethanol: 4 mg/mL, H2O: insoluble

εmax

14,800 at 276 nm in ethanol

SMILES string

CCCN1C(=O)N(CCC)c2nc([nH]c2C1=O)C3CCCC3

InChI

1S/C16H24N4O2/c1-3-9-19-14-12(15(21)20(10-4-2)16(19)22)17-13(18-14)11-7-5-6-8-11/h11H,3-10H2,1-2H3,(H,17,18)

InChI key

FFBDFADSZUINTG-UHFFFAOYSA-N

Gene Information

human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)
rat ... Adora1(29290), Adora2a(25369), Adora2b(29316), Adora3(25370)

Application

8-Cyclopentyl-1,3-dipropylxanthine has been used as an adenosine receptor (A1AR) antagonist in macrophages[1] and human umbilical vein endothelial cells (HUVECs).[2] It has also been used as A1AR antagonist in MCF-7 breast cancer cell line to test its anti-cancer effect.[3]

Biochem/physiol Actions

8-Cyclopentyl-1,3-dipropylxanthine (DPCPX) is a selective A1 adenosine receptor antagonist.[4] DPCPX possesses anti-cancer functionality. It induces apoptosis in breast cancer cells and favors mRNA expression of caspases.[3]

Features and Benefits

This compound is featured on the Adenosine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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Dieser Artikel
C102M2547U103
8-Cyclopentyl-1,3-dipropylxanthine solid

Sigma-Aldrich

C101

8-Cyclopentyl-1,3-dipropylxanthine

8-Cyclopentyl-1,3-dimethylxanthine ≥98% (HPLC), powder

Sigma-Aldrich

C102

8-Cyclopentyl-1,3-dimethylxanthine

8-Methoxymethyl-3-isobutyl-1-methylxanthine ≥98%

Sigma-Aldrich

M2547

8-Methoxymethyl-3-isobutyl-1-methylxanthine

U-69593 solid

Sigma-Aldrich

U103

U-69593

form

solid

form

powder

form

solid

form

solid

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

100

solubility

DMSO: >10 mg/mL, ethanol: 4 mg/mL, H2O: insoluble, 0.1 M NaOH: 2 mg/mL

solubility

H2O: slightly soluble <0.28 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.77 mg/mL, DMSO: ~16 mg/mL at 60 °C, 0.1 M NaOH: soluble

solubility

ethanol: 10 mg/mL

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 10 mg/mL, 0.1 M HCl: >40 mg/mL, ethanol: >40 mg/mL, 0.1 M NaOH: insoluble, H2O: insoluble

color

white

color

white to off-white

color

-

color

white

Gene Information

human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)
rat ... Adora1(29290), Adora2a(25369), Adora2b(29316), Adora3(25370)

Gene Information

human ... ADORA1(134)

Gene Information

human ... PDE1A(5136), PDE1B(5153)

Gene Information

human ... OPRD1(4985), OPRK1(4986), OPRM1(4988)
mouse ... Oprk1(18387)
rat ... Oprd1(24613), Oprk1(29335), Oprm1(25601)

εmax

14,800 at 276 nm in ethanol

εmax

-

εmax

-

εmax

-

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Lagerklasse

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000557459
0000557459
0000521711
0000521710
0000521710

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Neurotoxicology and teratology, 58, 88-100 (2016-02-24)
Adolescents who use marijuana are more likely to exhibit anxiety, depression, and other mood disorders, including psychotic-like symptoms. Additionally, the age at onset of use and the stress history of the individual can affect responses to cannabis. To examine the
Daniela Patinha et al.
American journal of physiology. Renal physiology, 304(5), F614-F622 (2013-01-04)
Increased angiotensin II (ANG II) or adenosine can potentiate each other in the regulation of renal hemodynamics and tubular function. Diabetes is characterized by hyperfiltration, yet the roles of ANG II and adenosine receptors for controlling baseline renal blood flow
Flavia Varano et al.
Journal of medicinal chemistry, 59(23), 10564-10576 (2016-12-10)
In this study, we describe the design and synthesis of new N5-substituted-2-(2-furanyl) thiazolo[5,4-d]pyrimidine-5,7-diamines (2-18) and their pharmacological characterization as A2A adenosine receptor (AR) antagonists by using in vitro and in vivo assays. In competition binding experiments two derivatives (13 and
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Global Trade Item Number

SKUGTIN
791423-250MG04061832939445
C101-25MG04061833460269
C101-25G04061832283579
C101-100MG04061832089508

Questions

  1. Qual a temperatura de armazenamento do C101?

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    1. This product may be stored at room temperature.

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