5'-(N-Cyclopropyl)carboxamidoadenosine
Basic information
- CAS
50908-62-8- Standard SMILES
Nc1ncnc2c1ncn2C1OC(C(=O)NC2CC2)C(O)C1O- InChIKey
MYNRELUCFAQMFC-UHFFFAOYSA-N- Molecular formula
- C13H16N6O4
- Average molar mass
- 320.3 g/mol
- Monoisotopic mass
- 320.12330301
Names & identifiers
- Preferred name
- 5'-(N-Cyclopropyl)carboxamidoadenosine
- IUPAC
- 5-(6-aminopurin-9-yl)-N-cyclopropyl-3,4-dihydroxyoxolane-2-carboxamide
- English name
- 5'-(N-Cyclopropyl)carboxamidoadenosine
- Molecular formula
- C13H16N6O4
- Molecular weight
- 320.3
Names & synonyms
5'-(N-Cyclopropyl)carboxamidoadenosine5'-(N-CYCLOPROPYL)-CARBOXAMIDOADENOSINEREGID_for_CID_1761MLS002153508CHEMBL28449SCHEMBL30101819(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-N-cyclopropyl-3,4-dihydroxyoxolane-2-carboxamideHMS2235M15HMS3372E17ZINC000572655-(6-aminopurin-9-yl)-N-cyclopropyl-3,4-dihydroxyoxolane-2-carboxamidePD045110
Show more names
CPCANCPCA5'-N-Cyclopropylcarboxamide adenosinen-cyclopropyladenosine-5’-carboxamideadenosine-5’-(n-cyclopropyl)carboxamide5'-(N-CYCLOPROPYL)-CARBOXAMIDOADENOSINE POTENT A2 ADENOSINE R1-(6-amino-9h-purin-9-yl)-n-cyclopropyl-1-deoxyribofuranuronamide1-(6-amino-9h-purin-9-yl)-n-cyclopropyl-1-deoxy-ribofuranuronamid1-(6-Amino-9H-purin-9-yl)-N-cyclopropyl-1-deoxy-β-D-ribofuranuronamide
SMR001230840DB-051862
Database identifiers
- CAS
50908-62-8- PubChem CID
- 1761
- ChEMBL
CHEMBL28449- EC Number
- 637-146-5
Properties
Computed structural properties
- XLogP
- -0.5
- Topological polar surface area
- 148 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 3
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 477
Experimental & physicochemical properties
Solubility>48 [ug/mL] (The mean of the results at pH 7.4)
Physicochemical properties
- Boiling point
- 459.21 °C · 459.21°C (rough estimate)
- Density
- 1.2633 · 1.2633 (rough estimate)
- refractive index
- 1.7 · 1.7000 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- 25 mg/ml; · DMF: 25 mg/ml; DMSO: 14 mg/ml; Ethanol: 2 mg/ml; PBS (pH 7.2): 10 mg/ml
- form
- A crystalline solid
- pka
- 12.88 · 12.88±0.70(Predicted)
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 330 · H330-H310-H300
- Precautionary statements
- 262 · P262-P264-P270-P280-P302+P350-P310-P322-P361-P363-P405-P501-P260-P271-P284-P304+P340-P310-P320-P403+P233-P405-P501-P264-P270-P301+P310-P321-P330-P405-P501
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
Danger
H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]
P260, P262, P264, P270, P271, P280, P284, P301+P316, P302+P352, P304+P340, P316, P320, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 2 (100%)
Safety data
- wgk
- 3
- rtecs
- VJ2223500
- ridadr
- UN 2811 6.1/PG 1
- hs_code
- 29389090
- risk_code
- 26/27/28
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- T+
- safety_code
- 22-36/37/39-45
- hazard_class
- 6.1(a)
- packing_group
- I
- Hazard statements
- H330-H310-H300
- Precautionary statements
- P262-P264-P270-P280-P302+P350-P310-P322-P361-P363-P405-P501-P260-P271-P284-P304+P340-P310-P320-P403+P233-P405-P501-P264-P270-P301+P310-P321-P330-P405-P501
Chemistry & industry
Applications
Description5''-(N-Cyclopropyl)carboxamidoadenosine is a specific adenosine A2 receptor agonist with antipyretic and anticonvulsant activity. It stimulates the production of cyclic AMP in CHO-K1 cells with an EC50 value of 5.3 μM.
Uses5'-(N-Cyclopropyl)carboxamidoadenosine (CPCA) is an adenosine A2 receptor agonist[1].
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…