10967/191 - QDB Compounds

QsarDB Repository

Kidron, H.; Vellonen, K.-S.; del Amo, E. M.; Tissari, A.; Urtti, A. Prediction of the Corneal Permeability of Drug-Like Compounds. Pharm. Res. 2010, 27, 1398–1407.

69 compounds | Property perm: Corneal permeability [cm/s]

IDNamepermRefDetails
1Acetazolamide9.1E-7[1,2]View
2Alprenolol2.9E-5[3]View
3Atenolol6.7E-7[4]View
4Benzolamide1.4E-7[1]View
5Bevantolol5.4E-5[4]View
6N-bromoacetazolamide3.8E-7[1]View
7Bufuralol5.7E-5[4]View
8Chlorzolamide1.8E-5[1]View
9Clonidine3.1E-5[3,5]View
10Corynanthine1.1E-5[5]View
11Cyclophosphamide1.1E-5[6]View
12Ethoxazolamide5.6E-5[1]View
132-benzothiazolesulfonamide3.6E-5[7]View
146-hydroxy-2-benzo-thiazolesulfonamide5.6E-6[7]View
156-chloro-2-benzo-thiazolesulfonamide4.3E-5[7]View
164,6-dichloro-2-benzo-thiazolesulfonamide3.9E-5[7]View
176-amino-2-benzo-thiazolesulfonamide6.7E-6[7]View
186-nitro-2-benzo-thiazolesulfonamide6.6E-6[7]View
196-hydroxyethoxy-2-benzothiazolesulfonamide1.5E-6[7]View
206-benzyloxy-2-benzo-thiazolesulfonamide4.7E-5[7]View
216-acetamido-2-benzo-thiazolesulfonamide4.7E-6[7]View
22Levobunolol2.0E-5[3,4]View
23Labetalol1.4E-5[3]View
24Methazolamide2.6E-6[1]View
255-imino-4-methyl-1,3,4-thiadiazoline-2-sulfonamide7.8E-7[1]View
26Metoprolol2.5E-5[3,4]View
27Nadolol1.0E-6[4]View
28Oxprenolol2.9E-5[3,4]View
29Penbutolol4.5E-5[4]View
30Phenylephrine9.4E-7[5]View
31Pindolol1.0E-5[3]View
32Propranolol4.8E-5[4]View
33Rauwolfine9.2E-6[5]View
346H,7H,8H,9H-[1,2,3]thiadiazolo[5,4-h]isoquinoline i7.9E-5[5]View
35Benalfocin i7.1E-5[5]View
365,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline i4.9E-5[5]View
37Sotalol1.6E-6[4]View
381[(N-methylamino) sulfonyl]-4-chloro-benzene6.5E-5[2]View
394-chlorobenzene-1-sulfonamide5.5E-5[2]View
40(3Z)-3-(phenylimino)-[1,2,4]thiadiazolo[3,4-b][1,3,4]thiadiazole-6-sulfonamide i7.9E-6[8]View
41(3Z)-3-[(3-chlorophenyl)imino]-[1,2,4]thiadiazolo[3,4-b][1,3,4]thiadiazole-6-sulfonamide i1.3E-5[8]View
42(3Z)-3-[(4-chlorophenyl)imino]-[1,2,4]thiadiazolo[3,4-b][1,3,4]thiadiazole-6-sulfonamide i8.3E-6[8]View
43(3Z)-3-[(3-methoxyphenyl)imino]-[1,2,4]thiadiazolo[3,4-b][1,3,4]thiadiazole-6-sulfonamide i4.5E-6[8]View
44(3Z)-3-[(4-methoxyphenyl)imino]-[1,2,4]thiadiazolo[3,4-b][1,3,4]thiadiazole-6-sulfonamide i5.2E-6[8]View
45(3Z)-3-[(4-hydroxyphenyl)imino]-[1,2,4]thiadiazolo[3,4-b][1,3,4]thiadiazole-6-sulfonamide i3.5E-7[8]View
46(3Z)-3-[(3-fluorophenyl)imino]-[1,2,4]thiadiazolo[3,4-b][1,3,4]thiadiazole-6-sulfonamide i6.4E-6[8]View
47(3Z)-3-[(4-fluorophenyl)imino]-[1,2,4]thiadiazolo[3,4-b][1,3,4]thiadiazole-6-sulfonamide i4.1E-6[8]View
48(3Z)-3-{[4-(dimethylamino)phenyl]imino}-[1,2,4]thiadiazolo[3,4-b][1,3,4]thiadiazole-6-sulfonamide i5.8E-6[8]View
49Timolol1.2E-5[3,4]View
50Trichlormethazolamide1.1E-5[1,9]View
51Trifluormethazolamide3.9E-6[1]View
52Yohimbine1.8E-5[5]View
53Cinoxacin1.5E-6[10]View
54Nalidixic acid1.7E-5[10]View
55Enoxacin1.7E-6[10]View
56Norfloxacin1.4E-6[10]View
57Ofloxacin1.9E-6[10]View
58Ciprofloxacin1.3E-6[10]View
59Moxifloxacin9.1E-6[11]View
60Levofloxacin2.9E-6[11]View
61Gatifloxacin2.5E-6[11]View
62Lomefloxacin3.5E-6[11]View
63Buspirone6.65E-5[11]View
64Apraclonidine3.8E-6[11]View
65Fluorescein1.6E-5[11]View
66Pilocarpine9.8E-6[11]View
67Nepafenac7.4E-5[11]View
68Betaxolol6.0E-5[11]View
69Dexamethasone9.2E-6[11]View

Bibliography

  1. Duffel, M. W.; Ing, I. S.; Segarra, T. M.; Dixson, J. A.; Barfknecht, C. F.; Schoenwald, R. D. N-Substituted sulfonamide carbonic anhydrase inhibitors with topical effects on intraocular pressure. Journal of Medicinal Chemistry 1986, 29, 1488–1494. https://doi.org/10.1021/jm00158a028

  2. Maren, T. H.; Jankowska, L.; Sanyal, G.; Edelhauser, H. F. The transcorneal permeability of sulfonamide carbonic anhydrase inhibitors and their effect on aqueous humor secretion. Experimental Eye Research 1983, 36, 457–479. https://doi.org/10.1016/0014-4835(83)90041-6

  3. Wang, W.; Sasaki, H.; Chien, D.-S.; Lee, V. H. L. Lipophilicity influence on conjunctival drug penetration in the pigmented rabbit: A comparison with corneal penetration. Current Eye Research 1991, 10, 571–579. https://doi.org/10.3109/02713689109001766

  4. Lach, J. L.; Huang, H.-S.; Schoenwald, R. D. Corneal Penetration Behavior of β-Blocking Agents II: Assessment of Barrier Contributions. Journal of Pharmaceutical Sciences 1983, 72, 1272–1279. https://doi.org/10.1002/jps.2600721109

  5. Chiang, C.-H.; Schoenwald, R. D. Ocular pharmacokinetic models of clonidine-3H hydrochloride. Journal of Pharmacokinetics and Biopharmaceutics 1986, 14, 175–211. https://doi.org/10.1007/bf01065260

  6. Chiang, C.; Schoenwald, R.; Huang, H. Corneal permeability of adrenergic agents potentially useful in glaucoma. J Taiwan Pharmaceut Assoc 1986, 38, 67–84.

  7. Schoenwald, R. D.; Houseman, J. A. Disposition of cyclophosphamide in the rabbit and human cornea. Biopharmaceutics & Drug Disposition 1982, 3, 231–241. https://doi.org/10.1002/bdd.2510030306

  8. Eller, M. G.; Schoenwald, R. D.; Dixson, J. A.; Segarra, T.; Barfknecht, C. F. Topical Carbonic Anhydrase Inhibitors III: Optimization Model for Corneal Penetration of Ethoxzolamide Analogues. Journal of Pharmaceutical Sciences 1985, 74, 155–160. https://doi.org/10.1002/jps.2600740210

  9. WU, N.-C.; CHIANG, C.-H.; LEE, A.-R. Studies of Carbonic Anhydrase Inhibitors: Physicochemical Properties and Bioactivities of New Thiadiazole Derivatives. Journal of Ocular Pharmacology and Therapeutics 1993, 9, 97–108. https://doi.org/10.1089/jop.1993.9.97

  10. Jankowska, L. M.; Bar-Ilan, A.; Maren, T. The relations between ionic and non-ionic diffusion of sulfonamides across the rabbit cornea. Investigative ophthalmology & visual science 1986, 27, 29-37.

  11. Rusinko, A.; Hellberg, M. R.; May, J. A.; Owen, G. R. Use of mdck cell line to predict corneal penetration of drugs. 2008.