Guanohlor

Guanohlor
IUPAC ime
	2-{[2-(2,6-Dihlorofenoksi)etil]amino}guanidin
Klinički podaci
Drugs.com	Monografija
Identifikatori
CAS broj	5001-32-1
ATC kod	C02CC05 (WHO)
PubChem	CID 71835
Hemijski podaci
Formula	C9H12Cl2N4O
Molarna masa	263,124
	SMILES NC(=NNCCOc1c(Cl)cccc1Cl)N; ;
	InChI InChI=1S/C9H12Cl2N4O/c10-6-2-1-3-7(11)8(6)16-5-4-14-15-9(12)13/h1-3,14H,4-5H2,(H4,12,13,15) ; Key:XIHXRRMCNSMUET-UHFFFAOYSA-N ;

Guanohlor (INN), takođe poznat kao gvanohlor, je simpatolitički lek. Poznato je da se vezuje za neadrenergička mesta u membranama bubrega svinja.^[1]

Sinteza

Kada β-(2,6-dihlorofenoksi)etil bromid (1) reaguje sa hidrazinom da se dobije 2, i taj intermedijar reaguje sa S-metiltioureom, nastaje gvanohlor (3).^[2]^[3]

Sinteza guanohlora

Osobine

Guanohlor je organsko jedinjenje, koje sadrži 9 atoma ugljenika i ima molekulsku masu od 263,124 Da.

Osobina	Vrednost
Broj akceptora vodonika	5
Broj donora vodonika	3
Broj rotacionih veza	5
Particioni koeficijent^[4] (ALogP)	1,7
Rastvorljivost^[5] (logS, log(mol/L))	-3,4
Polarna površina^[6] (PSA, Å²)	85,7

Reference

^ Vigne P, Lazdunski M, Frelin C (јануар 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—8. PMID 2527160. doi:10.1016/0014-2999(89)90503-7.
^ Durant GJ, Smith GM, Spickett RG, Wright SH (јануар 1966). „Biologically active guanidines and related compounds. II. Some antiinflammatory aminoguanidines”. Journal of Medicinal Chemistry. 9 (1): 22—7. PMID 5958955. doi:10.1021/jm00319a005.
^ Prepn of free base and sulfate: BE 629613 (1963 to Pfizer), C.A. 60, 14437d (1964).
^ Ghose, A.K.; Viswanadhan V.N. & Wendoloski, J.J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragment Methods: An Analysis of AlogP and CLogP Methods”. J. Phys. Chem. A. 102: 3762—3772. doi:10.1021/jp980230o.
^ Tetko IV, Tanchuk VY, Kasheva TN, Villa AE (2001). „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Chem Inf. Comput. Sci. 41: 1488—1493. PMID 11749573. doi:10.1021/ci000392t.
^ Ertl P.; Rohde B.; Selzer P. (2000). „Fast calculation of molecular polar surface area as a sum of fragment based contributions and its application to the prediction of drug transport properties”. J. Med. Chem. 43: 3714—3717. PMID 11020286. doi:10.1021/jm000942e.

Literatura

Hardman JG, Limbird LE, Gilman AG (2001). Goodman & Gilman's The Pharmacological Basis of Therapeutics (10. изд.). New York: McGraw-Hill. ISBN 0071354697. doi:10.1036/0071422803.
Thomas L. Lemke; David A. Williams, ур. (2007). Foye's Principles of Medicinal Chemistry (6. изд.). Baltimore: Lippincott Willams & Wilkins. ISBN 0781768799.

Spoljašnje veze

Guanochlor

Molimo Vas, obratite pažnju na važno upozorenje
u vezi sa temama iz oblasti medicine (zdravlja).

[Guanabenz-1] Vigne P, Lazdunski M, Frelin C (јануар 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—8. PMID 2527160. doi:10.1016/0014-2999(89)90503-7.

[2] Durant GJ, Smith GM, Spickett RG, Wright SH (јануар 1966). „Biologically active guanidines and related compounds. II. Some antiinflammatory aminoguanidines”. Journal of Medicinal Chemistry. 9 (1): 22—7. PMID 5958955. doi:10.1021/jm00319a005.

[3] Prepn of free base and sulfate: BE 629613 (1963 to Pfizer), C.A. 60, 14437d (1964).

[4] Ghose, A.K.; Viswanadhan V.N. & Wendoloski, J.J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragment Methods: An Analysis of AlogP and CLogP Methods”. J. Phys. Chem. A. 102: 3762—3772. doi:10.1021/jp980230o.

[5] Tetko IV, Tanchuk VY, Kasheva TN, Villa AE (2001). „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Chem Inf. Comput. Sci. 41: 1488—1493. PMID 11749573. doi:10.1021/ci000392t.

[6] Ertl P.; Rohde B.; Selzer P. (2000). „Fast calculation of molecular polar surface area as a sum of fragment based contributions and its application to the prediction of drug transport properties”. J. Med. Chem. 43: 3714—3717. PMID 11020286. doi:10.1021/jm000942e.

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