9-(Tetrahydro-5-methyl-2-furyl)adenine - CAS 6612-70-0

Catalog:	BB057597
Product Name:	9-(Tetrahydro-5-methyl-2-furyl)adenine
CAS:	6612-70-0
Synonyms:	2',3',5'-Trideoxyadenosine; SQ 22538; Didanosine EP Impurity H

Technical Data

IUPAC Name:	9-[(2R,5R)-5-methyloxolan-2-yl]purin-6-amine
Description:	9-(Tetrahydro-5-methyl-2-furyl)adenine (Didanosine EP Impurity H) is an impurity of Didanosine (D440950), which used as an antiviral agent. Classed as an anti-retroviral drug used in the treatment of HIV in ART therapy, it also may increase acetaminophen related hepatotoxicity by enhancing mitochrondrial dysfunction (2).
Molecular Weight:	220.23
Molecular Formula:	C10H12N4O2
Canonical SMILES:	CC1CCC(O1)N2C=NC3=C(N=CN=C32)N
InChI:	InChI=1S/C10H13N5O/c1-6-2-3-7(16-6)15-5-14-8-9(11)12-4-13-10(8)15/h4-7H,2-3H2,1H3,(H2,11,12,13)/t6-,7-/m1/s1
InChI Key:	PSPPXRNUZVTTON-RNFRBKRXSA-N
References:	1. Esplugues, J. et al. AIDS. 2016 Jun 1;30(9):1341-51.2. Blas-Garcia, A. et al. J. Antimicrob. Chemother. 2016 Apr;71(4):916-26.

Complexity:	264
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	2
Defined Bond Stereocenter Count:	0
Exact Mass:	219.11201006
Formal Charge:	0
Heavy Atom Count:	16
Hydrogen Bond Acceptor Count:	5
Hydrogen Bond Donor Count:	1
Isotope Atom Count:	0
Monoisotopic Mass:	219.11201006
Rotatable Bond Count:	1
Topological Polar Surface Area:	78.8Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	0.8