BZ1
(+)-4-ETHYLAMINO-3,4-DIHYDRO-2-(METHOXY)PROPYL-2H-THIENO[3,2-E]-1,2-THIAZINE-6-SULFONAMIDE-1,1-DIOXIDE
Find entries where: BZ1
is present as a standalone ligand in 4 entries
Chemical Component Summary | |
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Name | (+)-4-ETHYLAMINO-3,4-DIHYDRO-2-(METHOXY)PROPYL-2H-THIENO[3,2-E]-1,2-THIAZINE-6-SULFONAMIDE-1,1-DIOXIDE |
Synonyms | Brinzolamide |
Identifiers | (4R)-4-(ethylamino)-2-(3-methoxypropyl)-1,1-bis(oxidanylidene)-3,4-dihydrothieno[3,2-e][1,2]thiazine-6-sulfonamide |
Formula | C12 H21 N3 O5 S3 |
Molecular Weight | 383.507 |
Type | NON-POLYMER |
Isomeric SMILES | CCN[C@H]1CN(S(=O)(=O)c2c1cc(s2)S(=O)(=O)N)CCCOC |
InChI | InChI=1S/C12H21N3O5S3/c1-3-14-10-8-15(5-4-6-20-2)23(18,19)12-9(10)7-11(21-12)22(13,16)17/h7,10,14H,3-6,8H2,1-2H3,(H2,13,16,17)/t10-/m0/s1 |
InChIKey | HCRKCZRJWPKOAR-JTQLQIEISA-N |
Chemical Details | |
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Formal Charge | 0 |
Atom Count | 44 |
Chiral Atom Count | 1 |
Bond Count | 45 |
Aromatic Bond Count | 5 |
Drug Info: DrugBank
DrugBank ID | DB01194? |
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Name | Brinzolamide |
Groups | approved |
Description | Brinzolamide is a highly specific, non-competitive, reversible carbonic anhydrase II (CA-II) inhibitor indicated to reduce ocular pressure in patients with ocular hypertension or open-angle glaucoma.[L35310] Although the exact pathophysiology of glaucoma is still unknown, one of the main hallmarks of this disease is vascular dysregulation and abnormalities.[A2049,A2051] The resulting vascular resistance increases intraocular pressure, thus impairing ocular perfusion.[A2049,A2051] Although systemic anti-carbonic anhydrase (CA) therapy has been used for almost 50 years with varying degrees of success, systemic administration results in an increase in incidences of adverse effects.[A2049,A2051] Brinzolamide was developed as a topical solution to the systemic side effects and [dorzolamide], the first-ever approved topical CA inhibitor with contrasting results and evidence.[A2051] Unlike [dorzolamide], brinzolamide has a higher lipophilicity to facilitate diffusion across the blood-retinal barrier.[A2051] Brinzolamide was approved by the FDA in 1998 as a standalone product and in 2013 as a combination product with brimonidine tartrate.[L35310,L35315] In Europe, it was also approved as a combination product with timolol in 2008.[L35320] |
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Indication | Brinzolamide, either as a standalone agent or in combination with brimonidine, is approved by the FDA for the treatment of elevated intraocular pressure in patients with ocular hypertension or open-angle glaucoma.[L46377,L35310] Brinzolamide is also approved in Europe to be used in combination with timolol to treat the same conditions.[L35320] |
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ATC-Code |
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CAS number | 138890-62-7 |
Drug Targets
Name | Target Sequence | Pharmacological Action | Actions |
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Carbonic anhydrase 2 | MSHHWGYGKHNGPEHWHKDFPIAKGERQSPVDIDTHTAKYDPSLKPLSVS... | unknown | inhibitor |
Carbonic anhydrase 1 | MASPDWGYDDKNGPEQWSKLYPIANGNNQSPVDIKTSETKHDTSLKPISV... | unknown | inhibitor |
Carbonic anhydrase 4 | MRMLLALLALSAARPSASAESHWCYEVQAESSNYPCLVPVKWGGNCQKDR... | unknown | inhibitor |
Carbonic anhydrase 5A, mitochondrial | MLGRNTWKTSAFSFLVEQMWAPLWSRSMRPGRWCSQRSCAWQTSNNTLHP... | unknown | inhibitor |
Carbonic anhydrase 3 | MAKEWGYASHNGPDHWHELFPNAKGENQSPVELHTKDIRHDPSLQPWSVS... | unknown | inhibitor |
View More |
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison
T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS.
Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682
Related Resource References
Resource Name | Reference |
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Pharos | CHEMBL220491 |
PubChem | 68844 |
ChEMBL | CHEMBL220491 |
ChEBI | CHEBI:3176 |
CCDC/CSD | AKOFUD |
COD | 2241650 |