A selective antagonist of the adenosine A1 receptor
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KW 3902

Item No. 11940

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8-(hexahydro-2,5-methanopentalen-3a(1H)-yl)-3,9-dihydro-1,3-dipropyl-1H-purine-2,6-dione
CAS Number
136199-02-5
Synonyms
  • MK-7418
  • Rolofylline
Molecular Formula
C20H28N4O2
Formula Weight
356.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 0.5 mg/ml
λmax
277 nm
SMILES
O=C(N(CCC)C1=C2N=C([C@]34C[C@@H]5C[C@H]3C[C@H](C4)C5)N1)N(CCC)C2=O
InChi Code
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-
InChi Key
PJBFVWGQFLYWCB-OYEQCZOJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $153

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    10 mg

    $219

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    25 mg

    $502

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    Product Description

    KW 3902 is an antagonist of the adenosine A1 receptor (Ki = 0.19 nM).1,2 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).3 KW 3902 exhibits renal protective effects during hypoxemia in rabbits.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shimada, J., Suzuki, F., Nonaka, H., et al. 8-Polycycloalkyl-1,3-dipropylxanthines as potent and selective antagonists for A1-adenosine receptors. J. Med. Chem. 35(5), 924-930 (1992).

    2. Nonaka, H., Ichimura, M., Takeda, M., et al. KW-3902, a selective high affinity antagonist for adenosine A1 receptors. Br. J. Pharmacol. 117(8), 1645-1652 (1996).

    3. Takeda, M., Narikawa, S., Hosoyamada, M., et al. Characterization of organic anion transport inhibitors using cells stably expressing human organic anion transporters. Eur. J. Pharmacol. 419(2-3), 113-120 (2001).

    4. Nishiyama, A., Miyatake, A., Aki, Y., et al. Adenosine A1 receptor antagonist KW-3902 prevents hypoxia-induced renal vasoconstriction. J. Pharmacol. Exp. Ther. 291(3), 988-993 (1999).