title: Synthesis, Crystal Structure, and Rotational Energy Profile of 3-Cyclopropyl-1,2,4-benzotriazine 1,4-Di-N-oxide.
abstract: 1,2,4-Benzotriazine 1,4-di-N-oxides are potent antitumor drug candidates that undergo in vivo bioreduction leading to selective DNA damage in the low oxygen (hypoxic) cells found in tumors. Tirapazamine (TPZ) is the lead compound in this family. Here we report on the synthesis, crystal structure, and conformational analysis of a new analog, 3-cyclopropyl-1,2,4-benzotriazine 1,4-di-N-oxide (3). Compound 3 (C(10)H(10)N(3)O(2)) crystallized in the monoclinic space group C2/c. Unit cell parameters for 3: a = 16.6306 (12), b = 7.799 (5), c = 16.0113 (11) Å, α = 90, β = 119.0440 (10), γ = 90, and z = 8.
authors.affiliation: Department of Chemistry, University of Missouri-Columbia, Columbia, MO 65211.
authors.forename: Ujjal
authors.initials: U
authors.lastname: Sarkar
authors.forename: Rainer
authors.initials: R
authors.lastname: Glaser
authors.forename: Zack D
authors.initials: ZD
authors.lastname: Parsons
authors.forename: Charles L
authors.initials: CL
authors.lastname: Barnes
authors.forename: Kent S
authors.initials: KS
authors.lastname: Gates