Synthesis of derivatives of isoindole and of pyrazino[2,1-a]isoindole

…, CA Demerson, LG Humber - Canadian journal of …, 1985 - cdnsciencepub.com
… Under similar conditions the isomers 9f and g yielded the amine derivatives 10f and g,
which were separated by chromatography. Each isomer was then rehydrogenated in the …

Resolution of etodolac and antiinflammatory and prostaglandin synthetase inhibiting properties of the enantiomers

…, LG Humber, NA Abraham, G Schilling… - Journal of medicinal …, 1983 - ACS Publications
Discussion The pharmacological and biochemical results generated with racemic etodolac
and with the optically pure enan-tiomers show that most, if not all, of the antiinflammatory …

Etodolic acid and related compounds. Chemistry and antiinflammatory actions of some potent di-and trisubstituted 1, 3, 4, 9-tetrahydropyrano [3, 4-b] indole-1-acetic …

CA Demerson, LG Humber, AH Philipp… - Journal of Medicinal …, 1976 - ACS Publications
A series of 37 1-ethyl-and ln-propyl-l, 3, 4, 9-tetrahydropyrano [3, 4-f>] indole-l-acetic acids
bearing one, or two, substituents on the benzene ring has been synthesized viathe acid-…

Synthesis and analgesic activity of pemedolac [cis-1-ethyl-1, 3, 4, 9-tetrahydro-4-(phenylmethyl) pyrano [3, 4-b] indole-1-acetic acid]

…, LG Humber, KM Conway, G Gavin… - Journal of medicinal …, 1988 - ACS Publications
The synthesis of cis-l-ethyl-l, 3, 4, 9-tetrahydro-4-(phenylmethyI) pyrano [3, 4-b] indole-l-acetic
acid, pemedolac (USAN), is described. This compound has been found to be a potent …

Etodolac, a novel antiinflammatory agent. The syntheses and biological evaluation of its metabolites

LG Humber, E Ferdinandi, CA Demerson… - Journal of medicinal …, 1988 - ACS Publications
The syntheses of five metabolites of the antiinflammatory drug etodolac (l, 8-diethyl-l, 3, 4, 9-tetrahydropyrano-[3,
4-6] indole-l-acetic acid) are described, viz. 6-hydroxyetodolac, N-…

Syntheses of 4, 12-Dimethyl [2.2] metacyclophane

WS Lindsay, P Stokes, LG Humber… - Journal of the …, 1961 - ACS Publications
Undoubtedly, one of the most stimulating con-cepts introduced into aromaticchemistry is the
generalization from simple molecular orbital theory known as the Hückel rule. 5 This …

3, 4-Dihydro-1H-1, 4-oxazino [4, 3-a] indoles as potential antidepressants

CA Demerson, G Santroch, LG Humber… - Journal of Medicinal …, 1975 - ACS Publications
A series of 3, 4-dihydro-1H-1, 4-oxazino [4, 3-o] indoles bearing basic side chains has
beensynthesized by a novel chemical process. These compounds have been screened for …

Pyrrolo [4, 3, 2-de] isoquinolines with central nervous system and antihypertensive activities

CA Demerson, AH Philipp, LG Humber… - Journal of Medicinal …, 1974 - ACS Publications
In a continuation of investigations of novel peri-fused tricyclic heterocyclic systems, 1 two
synthetic routes to the pyrrolo [4, 3, 2-de] isoquinoline system(eg, 3-11, see Scheme I) have …

Cycloalkanoindoles. 1. Syntheses and antiinflammatory actions of some acidic tetrahydrocarbazoles, cyclopentindoles, and cycloheptindoles

AA Asselin, LG Humber, TA Dobson… - Journal of Medicinal …, 1976 - ACS Publications
was heated at 95. The oily free aldehyde that formed was extracted into Et2Ü. The Et20 was
evaporated and the residue was dissolved in a mixture of MeOH (30 ml), H2O (5 ml), and …

Neuroleptic agents of the benzocycloheptapyridoisoquinoline series. 1. Syntheses and stereochemical and structural requirements for activity of butaclamol and …

FT Bruderlein, LG Humber, K Voith - Journal of Medicinal …, 1975 - ACS Publications
… A conventional work-up procedure afforded an oil (1.7 g). It was dissolved inEt20 and
treatedwith anhydrous HC1 to afford the product (1.1 g, 47%), mp 212-214 (Me0H-Et20). A similar …