An internal standard for the quantification of dorzolamide
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Dorzolamide-d5 (hydrochloride)

Item No. 26518

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4S,6S)-4-((ethyl-d5)amino)-5,6-dihydro-6-methyl-4H-thieno[2,3-b]thiopyran-2-sulfonamide 7,7-dioxide, monohydrochloride
CAS Number
2749856-75-3
Synonyms
  • L-671,152-d5
  • MK-507-d5
Molecular Formula
C10H11D5N2O4S3 • HCl
Formula Weight
365.9
Purity
≥99% deuterated forms (d1-d5)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleMethanol: soluble
SMILES
O=S1([C@@H](C)C[C@H](NC([2H])([2H])C([2H])([2H])[2H])C2=C1SC(S(N)(=O)=O)=C2)=O.Cl
InChi Code
InChI=1S/C10H16N2O4S3.ClH/c1-3-12-8-4-6(2)18(13,14)10-7(8)5-9(17-10)19(11,15)16;/h5-6,8,12H,3-4H2,1-2H3,(H2,11,15,16);1H/t6-,8-;/m0./s1/i1D3,3D2;
InChi Key
OSRUSFPMRGDLAG-NOHQPKBYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $156

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    1 mg

    $294

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    Product Description

    Dorzolamide-d5 is intended for use as an internal standard for the quantification of dorzolamide (Item No. 14616) by GC- or LC-MS. Dorzolamide is an inhibitor of carbonic anhydrase (CA), inhibiting CAII, CAV, CAVI, CAIX, CAXII, CAXIII, and CAXIV with Ki values ranging from 3.5 to 52 nM.1,2,3 It is selective for these isoforms over CAI, CAIII, and CAIV (Kis = 50, 8, and 8.5 μM, respectively).1 Dorzolamide inhibits carbonic anhydrase in isolated rabbit iris-ciliary body by 87% when used at a concentration of 0.02%.3 It also reduces intraocular pressure in an α-chymotrypsin-treated rabbit model of ocular hypertension and in normotensive rabbits when applied topically at a concentration of 0.5%.3 Formulations containing dorzolamide have been used in the treatment of glaucoma.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Supuran, C.T., and Scozzafava, A. Carbonic anhydrases as targets for medicinal chemistry. Bioorg. Med. Chem. 15(13), 4336-4350 (2007).

    2. Greer, J., Erickson, J.W., Baldwin, J.J., et al. Application of the three-dimensional structures of protein target molecules in structure-based drug design. J. Med. Chem. 37(8), 1035-1054 (1994).

    3. Hunt, C.A., Mallorga, P.J., Michelson, S.R., et al. 3-Substituted thieno[2,3-b][1,4]thiazine-6-sulfonamides. A novel class of topically active carbonic anhydrase inhibitors. J. Med. Chem. 37(2), 240-247 (1994).

    4. Loftsson, T., Jansook, P., and Stefánsson, E. Topical drug delivery to the eye: Dorzolamide. Acta. Ophthalmol. 90(7), 603-608 (2012).

    5. Cheng, J.W., Cheng, S.W., Gao, L.D., et al. Intraocular pressure-lowering effects of commonly used fixed-combination drugs with Timolol: A systematic review and meta-analysis. PLoS One 7(9), 45079 (2012).