EHNA

EHNA
Identifiers
	IUPAC name 3-(6-aminopurin-9-yl)nonan-2-ol;
CAS Number	59262-86-1;
PubChem CID	3206;
ChemSpider	3094;
ChEMBL	ChEMBL50378 ;
CompTox Dashboard (EPA)	DTXSID70110044 ;
Chemical and physical data
Formula	C14H23N5O
Molar mass	277.372 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCCCC(C(C)O)n1cnc2c1ncnc2N;
	InChI InChI=1S/C14H23N5O/c1-3-4-5-6-7-11(10(2)20)19-9-18-12-13(15)16-8-17-14(12)19/h8-11,20H,3-7H2,1-2H3,(H2,15,16,17); Key:IOSAAWHGJUZBOG-UHFFFAOYSA-N;
	(verify)

EHNA (erythro-9-(2-hydroxy-3-nonly)adenine) is a potent adenosine deaminase inhibitor,^[1] which also acts as a phosphodiesterase inhibitor that selectively inhibits phosphodiesterase type 2 (PDE2).^[2]^[3]

References

^ "Sigma Aldrich". Retrieved 16 January 2013.
^ Podzuweit T, Nennstiel P, Müller A (September 1995). "Isozyme selective inhibition of cGMP-stimulated cyclic nucleotide phosphodiesterases by erythro-9-(2-hydroxy-3-nonyl) adenine". Cellular Signalling. 7 (7): 733–8. doi:10.1016/0898-6568(95)00042-N. PMID 8519602.
^ Méry PF, Pavoine C, Pecker F, Fischmeister R (July 1995). "Erythro-9-(2-hydroxy-3-nonyl)adenine inhibits cyclic GMP-stimulated phosphodiesterase in isolated cardiac myocytes" (PDF). Molecular Pharmacology. 48 (1): 121–30. doi:10.1016/S0026-895X(25)10036-9. PMID 7623766.

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[1] "Sigma Aldrich". Retrieved 16 January 2013.

[2] Podzuweit T, Nennstiel P, Müller A (September 1995). "Isozyme selective inhibition of cGMP-stimulated cyclic nucleotide phosphodiesterases by erythro-9-(2-hydroxy-3-nonyl) adenine". Cellular Signalling. 7 (7): 733–8. doi:10.1016/0898-6568(95)00042-N. PMID 8519602.

[3] Méry PF, Pavoine C, Pecker F, Fischmeister R (July 1995). "Erythro-9-(2-hydroxy-3-nonyl)adenine inhibits cyclic GMP-stimulated phosphodiesterase in isolated cardiac myocytes" (PDF). Molecular Pharmacology. 48 (1): 121–30. doi:10.1016/S0026-895X(25)10036-9. PMID 7623766.

[1]

[2]

[3]

v t e Phosphodiesterase inhibitors
PDE1	MMPX SCH-51866 Vinpocetine
PDE2	BAY 60-7550 Carbazeran EHNA Oxindole PDP
PDE3	Adibendan Amrinone (inamrinone) Anagrelide Benafentrine Bucladesine Carbazeran Cilostamide Cilostazol Enoximone Ensifentrine Imazodan KMUP-1 Meribendan Milrinone Olprinone Parogrelil Pimobendan Pumafentrine Quazinone RPL-554 Siguazodan Trequinsin Vesnarinone Zardaverine
PDE4	Apremilast Arofylline Atizoram Benafentrine Catramilast CC-1088 CDP-840 CGH-2466 Cilomilast Cipamfylline Crisaborole Denbutylline Difamilast Drotaverine Ensifentrine Etazolate Filaminast Glaucine HT-0712 ICI-63197 Indimilast Irsogladine Lavamilast Lirimilast Lotamilast Luteolin Mesembrenone Mesembrine Mesopram Oglemilast Piclamilast Pumafentrine Revamilast Ro 20-1724 Roflumilast Rolipram Ronomilast RPL-554 RS-25344 Tetomilast Tofimilast YM-976 Zardaverine
PDE5	Acetildenafil Aildenafil Avanafil Beminafil Benzamidenafil Dasantafil Icariin Gisadenafil Homosildenafil Lodenafil Mirodenafil MY-5445 Nitrosoprodenafil Norcarbodenafil SCH-51866 Sildenafil Sulfoaildenafil T-0156 Tadalafil Udenafil Vardenafil
PDE7	BRL-50481
PDE9	BAY 73-6691 PF-04447943 Paraxanthine
PDE10	Balipodect Mardepodect MK-8189 Papaverine TC-E 5005 Tofisopam
PDE11	BC11-38
Non-selective	Aminophylline Caffeine Choline theophyllinate CPX Dipyridamole Doxofylline Enprofylline Ibudilast IBMX Luteolin Pentoxifylline Propentofylline Theobromine Theophylline Zaprinast
Unsorted	Diazepam Diprophylline DPCPX Furafylline Lisofylline MDL-12330A Moxaverine Oxagrelate Pentifylline Proxyphylline Quercetin Satigrel Tolafentrine Trapidil
See also: Receptor/signaling modulators

Identifiers

IUPAC name 3-(6-aminopurin-9-yl)nonan-2-ol
CAS Number	59262-86-1
PubChem CID	3206
ChemSpider	3094
ChEMBL	ChEMBL50378^Y
CompTox Dashboard (EPA)	DTXSID70110044
Chemical and physical data
Formula	C₁₄H₂₃N₅O
Molar mass	277.372 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCCCCCC(C(C)O)n1cnc2c1ncnc2N
InChI InChI=1S/C14H23N5O/c1-3-4-5-6-7-11(10(2)20)19-9-18-12-13(15)16-8-17-14(12)19/h8-11,20H,3-7H2,1-2H3,(H2,15,16,17) Key:IOSAAWHGJUZBOG-UHFFFAOYSA-N
(verify)