Guanochlor
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| Clinical data | |
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| ATC code | C02CC05 (WHO) |
| Identifiers | |
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| CAS Number | 5001-32-1 |
| PubChem (CID) | 71835 |
| ChemSpider | 64857 |
| ECHA InfoCard | 100.023.334 |
| Chemical and physical data | |
| Formula | C9H12Cl2N4O |
| Molar mass | 263.12 g/mol |
| 3D model (Jmol) | Interactive image |
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Guanoclor is a sympatholytic drug. It is known to bind to non-adrenergic sites in pig kidney membranes.[1]
Synthesis
When β-(2,6-dichlorophenoxy)ethyl bromide (1) is reacted with hydrazine to give 2, and this is reacted with S-methylthiourea, guanochlor (3) results.
Guanoxyfen
Guanoxyfen synthesis:[4] (based on Dan's book)
Guanoxyfen is synthesized by base-catalyzed condensation of phenol with chloroacetonitrile, followed by hydride reduction to amine 2. The guanido function is introduced by reaction with S-methylthiourea to give guanoxyfen (3).
References
- ↑ Vigne, Paul; Michael Lazdunski; Christian Frelin (31 January 1989). "Guanabenz, guanochlor, guanoxan and idazoxan bind with high affinity to non-adrenergic sites in pig kidney membranes". European Journal of Pharmacology. 160 (2): 295–298. doi:10.1016/0014-2999(89)90503-7. PMID 2527160.
- ↑ Durant, G. J.; Smith, G. M.; Spickett, R. G. W.; Wright, S. H. B. (1966). "Biologically Active Guanidines and Related Compounds. II. Some Antiinflammatory Aminoguanidines1". Journal of Medicinal Chemistry. 9 (1): 22–7. doi:10.1021/jm00319a005. PMID 5958955.
- ↑ Prepn of free base and sulfate: BE 629613 (1963 to Pfizer), C.A. 60, 14437d (1964).
- ↑ Barron, D. I.; Bavin, P. M. G.; Durant, G. J.; Natoff, I. L.; Spickett, R. G. W.; Vallance, D. K. (1963). "Potential Antihypertensive Agents. Some Guanidine Derivatives". Journal of Medicinal Chemistry. 6 (6): 705. doi:10.1021/jm00342a017.
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