The Hive > Novel Discourse

Wanted references

<< < (3/22) > >>

Vitus_Verdegast:
Here is something interesting in the pursuit of AMT from isatin:
3-Methyleneoxindoles can be selectively reduced at the carbon-carbon double bond using sodium dithionite in aqueous ethanol.
Isatylideneacetones are reduced to the corresponding 3-acetonyloxindoles in 57-92% yield.

Joshi, K.C. et al, Pharmazie (1984) 39, 153


As posted in Post 475500 (Nicodem: "Modifications on the side chain (again)", Novel Discourse) :

“The alpha-methyl group of amphetamine itself can be replaced by allyl, ethyl, or ethynyl groups of electron-donating character, without deleterious effects on centrally-mediated actions [1,2], but replacement by electron-withdrawing groups, such as cyano [3] or trifluoromethyl [4], abolishes amphetamine-like properties.”

[1] Burger, Zimmermann, Ariens (1966), J. Med. Chem. , 9, 469. [Retrieved]
[2] Shamano, Hitchens, Goldstein, Beiler (1968), Arch. int. Pharmacodyn. Ther. , 172, 251.
[3] Pinder, Burger, Ariens (1970), Arzeim.-Forsch. , 20, 245. [Retrieved]
[4] Pinder, Burger (1967), J. Pharm. Sci., 56, 970. [Retrieved]

If anybody can find and post them, these are the refs for the phenoxyethylamines:
Julia, M. and de Rosnay; European Journal of Medicinal Chemistry, 4 (1969), 334.
Julia, M. and de Rosnay; European Journal of Medicinal Chemistry, 5 (1970), 337.
(European J. of Med. Chem. stil had the title Chim. Ther. in those times)
Rougeul, A.; Laval. med., 40 (1969), 37.
Rougeul, A. and Verdaux, J.; Rev. Can. Biol., 31 (1972), 49.

7is:
Improved pharmacological activity via pro-drug modification: comparative pharmacokinetics of sodium gamma-hydroxybutyrate and gamma-butyrolactone
Lettieri J, Fung H-L
Research Communications in Chemical Pathology and Pharmacology 1978, 22(1)107-118

Abstract
Although gamma-butyrolactone (GBL) rapidly converts to gamma-hydroxybutyrate (GHB) in vivo, the lactone gave significantly more prolonged hypnotic effects than GHB when equimolar doses were compared both parenterally and orally in rats. Plasma drug concentrations were higher after GBL administration through both routes, consistent with the observed differences in the pharmacological activity of these two compounds. Oral GBL was absorbed much faster than oral GHB, with the dual effects of decreasing potential first-pass metabolism and elevating plasma drug concentrations to the region where capacity-limited elimination is operative. Parenteral GBL produced a slower initial drug plasma clearance than parenteral GHB. In spite of the rapid metabolism of GBL to GHB, the apparent tissue distribution of these two compounds may be different.

Ganesha:
Medicinal chemistry and structure-activity relationships of hallucinogens.
Nichols, D.E., and Glennon, R.A.
In: Jacobs, B.L., ed. Hallucinogens: Neurochemical, Behavioral, and Clinical Perspectives. New York: Raven Press, 1984. pp. 95-142.


The replacement of two adjacent methoxy groups with a methylenedioxy ring generally increases potency...
I would be grateful if someone could supply me with this paper covering the details:

C. Naranjo, A. T Shulgin, and T. Sargent, Med. Pharmacol. Exp., 17,359 (1967)

Bibliography data on the latter, found by Major_Armstrong:
Medicina et pharmacologia experimentalis
Basel ; New York : S. Karger, 1965-1967, 6 v. : ill. ; 26 cm, Vol. 12, no. 1-v. 17, no. 6.
See: http://www.scd.univ-rennes1.fr/sante/perab_m.html

pericles:
Someone must have access to Communications in Psychopharmacology. I'd love to read this.

N,N-Diisopropyltryptamine (DIPT) and 5-Methoxy-N,N-Diisopropyltryptamine (5-MeO-DIPT). Two Orally Active Tryptamine Analogs with CNS Activity.
Shulgin AT, Carter MF.
Communications in Psychopharmacology 1980; 4():363-369

armageddon:
Hehehe....

"Isolation of Lysergol from Kaladana", C.I. Abou-Chaar and G.A. Digenis, Nature 212, 618 (1966)

BTW, the plant's full latin name is "Calonyction-Ipomoea (Choisy) Hallier f. nova species"....

THX A

Navigation

[0] Message Index

[#] Next page

[*] Previous page