ChemicalBook > CAS DataBase List > 1,3-dipropyl-8-(3-noradamantyl)xanthine

1,3-dipropyl-8-(3-noradamantyl)xanthine

Product Name
1,3-dipropyl-8-(3-noradamantyl)xanthine
CAS No.
136199-02-5
Chemical Name
1,3-dipropyl-8-(3-noradamantyl)xanthine
Synonyms
MK-7418;KW-3902;HMR-4902;Rolofylline;KW-3902 >=98% (HPLC);Rolofylline, 10 mM in DMSO;KW-3902|||MK-7418|||KF-15372;1,3-dipropyl-8-(3-noradamantyl)xanthine;8-(Hexahydro-2,5-methano-pentalen-3a-yl)-1,3-dipropyl-3,7-dihydro-purine-2,6-dione;8-(Hexahydro-2,5-methanopentalen-3a(1H)-yl)-3,7-dihydro-1,3-dipropyl-1H-purine-2,6-dione
CBNumber
CB51337919
Molecular Formula
C20H28N4O2
Formula Weight
356.46
MOL File
136199-02-5.mol
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1,3-dipropyl-8-(3-noradamantyl)xanthine Property

Boiling point:
578.0±42.0 °C(Predicted)
Density 
1.262±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: soluble20mg/mL
form 
solid
pka
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
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Safety

WGK Germany 
3
Storage Class
11 - Combustible Solids
Hazard Classifications
Aquatic Chronic 4
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P273Avoid release to the environment.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
K3769
Product name
KW-3902
Purity
≥98% (HPLC)
Packaging
5mg
Price
$155
Updated
2026/03/19
Sigma-Aldrich
Product number
K3769
Product name
KW-3902
Purity
≥98% (HPLC)
Packaging
25mg
Price
$618
Updated
2026/03/19
Cayman Chemical
Product number
11940
Product name
KW 3902
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
11940
Product name
KW 3902
Purity
≥98%
Packaging
5mg
Price
$139
Updated
2024/03/01
Cayman Chemical
Product number
11940
Product name
KW 3902
Purity
≥98%
Packaging
10mg
Price
$199
Updated
2024/03/01
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1,3-dipropyl-8-(3-noradamantyl)xanthine Chemical Properties,Usage,Production

Description

KW 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.

Uses

KW 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.

Definition

ChEBI: Rolofylline is an oxopurine.

storage

Store at +4°C

References

[1] JUNICHI SHIMADA. 8-Polycycloalkyl-1,3-dipropylxanthines as potent and selective antagonists for A1-adenosine receptors[J]. Journal of Medicinal Chemistry, 1992, 35 5: 924-930. DOI: 10.1021/jm00083a018
[2] HIROMI NONAKAY. KW-3902, a selective high affinity antagonist for adenosine A1 receptors[J]. British Journal of Pharmacology, 1996, 117 8: 1645-1652. DOI: 10.1111/j.1476-5381.1996.tb15335.x
[3] MICHIO TAKEDA. Characterization of organic anion transport inhibitors using cells stably expressing human organic anion transporters[J]. European journal of pharmacology, 2001, 419 2: Pages 113-120. DOI: 10.1016/s0014-2999(01)00962-1
[4] A NISHIYAMA. Adenosine A(1) receptor antagonist KW-3902 prevents hypoxia-induced renal vasoconstriction.[J]. Journal of Pharmacology and Experimental Therapeutics, 1999, 291 3: 988-993.

1,3-dipropyl-8-(3-noradamantyl)xanthine Preparation Products And Raw materials

Raw materials

Preparation Products

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1,3-dipropyl-8-(3-noradamantyl)xanthine Suppliers

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136199-02-5, 1,3-dipropyl-8-(3-noradamantyl)xanthineRelated Search:

N,N-Dimethyl-1-adamantylamine

  • 1,3-dipropyl-8-(3-noradamantyl)xanthine
  • HMR-4902
  • KW-3902
  • Rolofylline
  • 8-(Hexahydro-2,5-methanopentalen-3a(1H)-yl)-3,7-dihydro-1,3-dipropyl-1H-purine-2,6-dione
  • MK-7418
  • 8-(Hexahydro-2,5-methano-pentalen-3a-yl)-1,3-dipropyl-3,7-dihydro-purine-2,6-dione
  • 1H-Purine-2,6-dione, 8-(hexahydro-2,5-methanopentalen-3a(1H)-yl)-3,9-dihydro-1,3-dipropyl-
  • KW-3902 >=98% (HPLC)
  • KW-3902|||MK-7418|||KF-15372
  • Rolofylline, 10 mM in DMSO
  • 136199-02-5