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Chemical Compound Review:

Phosphonol 2-(3-methylaminopropylamino) ethylsulfanylp...

Synonyms: CHEMBL159688, WR-3689, NSC-327729, LS-66014, NSC327729, ...

Murray, D. et al., Landauer, M.R. et al., Sigdestad, C.P. et al., Weiss, J.F. et al., Rasey, J.S. et al., et al.

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Disease relevance of WR 3689

Nine drugs, WR-347, WR-1065, WR-2529, WR-2721, WR-3689, WR-44923, WR-151327, WR-109342, and WR-168643, were assayed for intraperitoneal pharmacological toxicity, hematopoietic lethality, and spleen stem cell survival in C57/Bl mice in conjunction with whole-body fission neutron irradiation [1].

High impact information on WR 3689

These results suggest that WR-3689 can affect catecholamine metabolism in the mouse hypothalamus, but the mode of action is not clear [2].
For the bone marrow syndrome (LD50/30) the neutron DMFs were 1.47 for WR-3689 and 1.21 for WR-77913 [3].
Next, the effect of WR-3689 on the survival of jejunal stem cells was determined by assaying the survival of mice given X-ray doses to the whole abdomen in the range leading to death from the gastrointestinal syndrome [4].
Protection by WR-3689 against gamma-ray-induced intestinal damage: comparative effect on clonogenic cell survival, mouse survival, and DNA damage [4].
Protection factors (PFs) were obtained by measuring survival curves for clonogenic crypt cells as a function of radiation dose; WR-3689 given 30 min before whole-body irradiation protected jejunum in the microcolony assay with a PF of 1.26 +/- 0.02, 1.50 +/- 0.10, and 1.65 +/- 0.10 at doses of 200, 400, and 800 mg/kg, respectively [4].

Chemical compound and disease context of WR 3689

Recent evidence indicates that administration of the CNS stimulant caffeine mitigates the behavioral toxicity of an effective radioprotective dose of the phosphorothioate WR-3689 without altering its radioprotective efficacy [5].
This overview summarizes the studies on the behavioral toxicity of selected radioprotectors classified as phosphorothioates (WR-2721, WR-3689), bioactive lipids (16, 16 dimethylprostaglandin E2(DiPGE2), platelet activating factor (PAF), leukotriene C4), and immunomodulators (glucan, synthetic trehalose dicorynomycolate, and interleukin-1) [6].

Anatomical context of WR 3689

The central nervous system stimulant, caffeine, was able to mitigate the locomotor decrement produced by WR-3689 or PAF [6].

Associations of WR 3689 with other chemical compounds

Response of mouse tissues to neutron and gamma radiation: protection by WR-3689 and WR-77913 [3].
Three aminoalkyl phosphorothioates, WR-2721, WR-3689, and WR-77913, were compared as radioprotectors of RIF-1 tumors irradiated in vivo and assayed for cell survival in vitro [7].

Analytical, diagnostic and therapeutic context of WR 3689

When WR-3689 was administered 30 min prior to whole-body irradiation, the number of surviving crypt cells was markedly increased at all doses of the drug, although protection began to level out at doses larger than 600 mg/kg [4].
Synthesis, biodistribution, and autoradiography of radiolabeled S-2-(3-methylaminopropylamino)ethylphosphorothioic acid (WR-3689) [8].

References

Modification of neutron-induced hematopoietic effects by chemical radioprotectors. Sigdestad, C.P., Connor, A.M., Sims, C.S. Int. J. Radiat. Oncol. Biol. Phys. (1992) [Pubmed]
Effects of S-2-(3-methylaminopropylamino)ethyl phosphorothioic acid (WR-3689), alone or combined with caffeine, on catecholamine content of mouse hypothalamus. Palazzolo, D.L., Kumar, K.S. Proc. Soc. Exp. Biol. Med. (1993) [Pubmed]
Response of mouse tissues to neutron and gamma radiation: protection by WR-3689 and WR-77913. Rasey, J.S., Magee, S., Nelson, N., Chin, L., Krohn, K.A. Radiotherapy and oncology : journal of the European Society for Therapeutic Radiology and Oncology. (1990) [Pubmed]
Protection by WR-3689 against gamma-ray-induced intestinal damage: comparative effect on clonogenic cell survival, mouse survival, and DNA damage. Murray, D., Altschuler, E.M., Hunter, N., Milas, L. Radiat. Res. (1989) [Pubmed]
Advances in radioprotection through the use of combined agent regimens. Weiss, J.F., Kumar, K.S., Walden, T.L., Neta, R., Landauer, M.R., Clark, E.P. Int. J. Radiat. Biol. (1990) [Pubmed]
Behavioral toxicity of selected radioprotectors. Landauer, M.R., Davis, H.D., Kumar, K.S., Weiss, J.F. Advances in space research : the official journal of the Committee on Space Research (COSPAR). (1992) [Pubmed]
Comparison of the protective effects of three phosphorothioate radioprotectors in the RIF-1 tumor. Rasey, J.S., Krohn, K.A., Magee, S., Nelson, N., Chin, L. Radiat. Res. (1986) [Pubmed]
Synthesis, biodistribution, and autoradiography of radiolabeled S-2-(3-methylaminopropylamino)ethylphosphorothioic acid (WR-3689). Rasey, J.S., Krohn, K.A., Grunbaum, Z., Spence, A.M., Menard, T.W., Wade, R.A. Radiat. Res. (1986) [Pubmed]

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