Basic information
- CAS
102146-07-6- Standard SMILES
CCCn1c(=O)c2[nH]c(C3CCCC3)nc2n(CCC)c1=O- InChIKey
FFBDFADSZUINTG-UHFFFAOYSA-N- Molecular formula
- C16H24N4O2
- Average molar mass
- 304.39 g/mol
- Monoisotopic mass
- 304.18992602
Overview
DPCPX is an oxopurine that is 7H-xanthine substituted at positions 1 and 3 by propyl groups and at position 8 by a cyclohexyl group. It has a role as an EC 3.1.4.* (phosphoric diester hydrolase) inhibitor and an adenosine A1 receptor antagonist. It is functionally related to a 7H-xanthine.
Names & identifiers
- Preferred name
- Dpcpx
- IUPAC
- 8-cyclopentyl-1,3-dipropyl-7H-purine-2,6-dione
- English name
- 8-Cyclopentyl-1,3-dipropylxanthine
- Molecular formula
- C16H24N4O2
- Molecular weight
- 304.39
Names & synonyms
8-Cyclopentyl-1,3-dipropylxanthineDPCPX102146-07-61,3-Dpcpx1,3-dipropyl-8-cyclopentylxanthinePD-1169488-cyclopentyl-1,3-dipropyl-7H-purine-2,6-dionePD-116,9489PTP4FOI9E8-cyclopentyl-1,3-dipropyl-3,7-dihydro-1H-purine-2,6-dione8-Cyclopentyl-3,7-dihydro-1,3-dipropyl-1H-purin-2,6-dioneCHEBI:73282
Show more names
PD 116,9488-CYCLOPENTYL-1PD-116948(DPCPX)DPCPX, PD 116,9483-DIPROPYLXANTHINEDPCPX, A1 antagonistDPCPX, 10 mM in DMSOLevodropropizine Impurity 15
DTXSID50144706RefChem:590425DTXCID4067197634-445-28-cyclopentyl-1,3-dipropyl-1H-purine-2,6(3H,7H)-dionedipropylcyclopentylxanthineGNF-PF-2224MFCD00055117
Database identifiers
- CAS
102146-07-6- PubChem CID
- 1329
Properties
Computed structural properties
- XLogP
- 4
- Topological polar surface area
- 69.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 5
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 436
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Solubility3.1 [ug/mL] (The mean of the results at pH 7.4)
Physicochemical properties
- Melting point
- 178 °C · 178°C
- Boiling point
- 535.1 · 535.1±42.0 °C(Predicted)
- Density
- 1.195 · 1.195±0.06 g/cm3(Predicted)
- storage temp.
- Store at RT
- solubility
- 10 mg/mL · DMSO: >10 mg/mL
- form
- solid
- pka
- 9.01 · 9.01±0.70(Predicted)
- color
- white
- Stability
- 4 °C · Store tightly sealed at RT; Solutions at 4°C for several days
- 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)
- InChIKey
- FFBDFADSZUINTG-UHFFFAOYSA-N
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- wgk
- 3
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationCompounds that bind to and block the stimulation of ADENOSINE A1 RECEPTORS.
Applications
UsesDPCPX is a potent and very selective A1-adenosine receptor antagonist, with a Ki of 0.46 nM for A1 receptors in rat whole-brain membranes. Its 740-fold A1-selectivity is the highest reported for an adenosine antagonist
Uses8-Cyclopentyl-1,3-dipropylxanthine has been used as an adenosine receptor (A1AR) antagonist in macrophages and human umbilical vein endothelial cells (HUVECs). It has also been used as A1AR antagonist in MCF-7 breast cancer cell line to test its anti-cancer effect.
Suppliers62 total
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
咸宁深蓝生物医药研发有限公司18171815831 · [email protected]
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
Related reactions
1 records
Compound notes
Loading…