Basic information
- CAS
136199-02-5- Standard SMILES
CCCn1c(=O)c2[nH]c(C34CC5CC(CC3C5)C4)nc2n(CCC)c1=O- InChIKey
PJBFVWGQFLYWCB-UHFFFAOYSA-N- Molecular formula
- C20H28N4O2
- Average molar mass
- 356.5 g/mol
- Monoisotopic mass
- 356.22122615
Overview
Rolofylline is an oxopurine.
Names & identifiers
- Preferred name
- 8-(Hexahydro-2,5-methanopentalen-3a(1H)-yl)-3,7-dihydro-1,3-dipropyl-1H-purine-2,6-dione
- IUPAC
- 1,3-dipropyl-8-(3-tricyclo[3.3.1.03,7]nonanyl)-7H-purine-2,6-dione
- English name
- 1,3-dipropyl-8-(3-noradamantyl)xanthine
- Molecular formula
- C20H28N4O2
- Molecular weight
- 356.46
Names & synonyms
CHEMBL52333Rolofylline (USAN)1,3-dipropyl-8-(3-tricyclo[3.3.1.03,7]nonanyl)-7H-purine-2,6-dione8-(Hexahydro-2,5-methanopentalen-3a(1H)-yl)-3,9-dihydro-1,3-dipropyl-1H-purine-2,6-dione8-(Hexahydro-2,5-methanopentalen-3a(1H)-yl)-3,7-dihydro-1,3-dipropyl-1H-purine-2,6-dione8-(Hexahydro-2,5-methano-pentalen-3a-yl)-1,3-dipropyl-3,7-dihydro-purine-2,6-dioneHMR-4902SCHEMBL720438GTPL5604orb1988935SCHEMBL18029490DTXSID50929292
Show more names
MK-7418KW-3902RolofyllineKW-3902 >=98% (HPLC)Rolofylline, 10 mM in DMSOKW-3902|||MK-7418|||KF-153721,3-dipropyl-8-(3-noradamantyl)xanthine
CHEBI:177647BDBM50003019AKOS024458012AKOS040742571DA-64805HY-10965MS-25589CS-0002980
Properties
Computed structural properties
- XLogP
- 4.9
- Topological polar surface area
- 69.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 5
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 609
Physicochemical properties
- Boiling point
- 578 · 578.0±42.0 °C(Predicted)
- Density
- 1.262 · 1.262±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- 20 mg/mL · DMSO: soluble20mg/mL
- form
- solid
- pka
- 9.23 · 9.23±0.70(Predicted)
- color
- White to off-white
- InChI
- 1S/C20H28N4O2/c1-3-5-23-16-15(17(25)24(6-4-2)19(23)26)21-18(22-16)20-10-12-7-13(11-20)9-14(20)8-12/h12-14H,3-11H2,1-2H3,(H,21,22)/t12-,13+,14-,20-
- InChIKey
- PJBFVWGQFLYWCB-OYEQCZOJSA-N
- SMILES
- CCCN1C(=O)N(CCC)c2[nH]c(nc2C1=O)[C@]34C[C@H]5C[C@H](C[C@@H]3C5)C4
- FDA UNII
- 7805 S5HIHX · 7805S5HIHX
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H413
- Hazard Classifications
- Aquatic Chronic 4
- Precautionary statements
- P273-P501
Chemistry & industry
Applications
DescriptionKW 3902 is an antagonist of the adenosine A1 receptor (Ki = 0.19 nM). It displays 890-fold selectivity for A1 receptors over A2A receptors and has no activity at A3 receptors. KW 3902 less potently inhibits human organic anion transporter 1 (OAT1; Ki = 7.82 μM). KW 3902 exhibits renal protective effects during hypoxemia in rabbits.
UsesKW 3902 is an adenosine A1-receptor antagonist, which has recently been shown to alleviate axonopathy caused by human Tau ΔK280. KW 3902 can be considered for the development of a treatment towards hypometabolism and neuronal dysfunction associated with Tau-induced neurodegenerative diseases.
Suppliers16 total
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
Aladdin Scientific[email protected]
BOC Sciences1-631-485-4226; 16314854226 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
南通全益生物科技有限公司0513-66337626 18051384581 · [email protected]
EMMX Biotechnology LLC888-539-0666 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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