Doxycycline hyclate

  • CAT Number: A000602
  • CAS Number: 24390-14-5
  • Molecular Formula: C₂₂H₂₄N₂O₈.HCl
  • Molecular Weight: 480.9
  • Purity: ≥95%
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Doxycycline Hyclate is the hyclate salt form of a synthetic, broad-spectrum tetracycline antibiotic exhibiting antimicrobial activity. It is an antimicrobial tetracycline that acts as an inhibitor of a wide range of matrix metalloproteinases (MMPs) of MMP-1 and MMP-8. Doxycycline hyclate binds reversibly to the 30S ribosomal subunit, possibly to the 50S ribosomal subunit as well, thereby blocking the binding of aminoacyl-tRNA to the mRNA-ribosome complex. This leads to an inhibition of protein synthesis.

Catalog Number A000602
CAS Number 24390-14-5
Molecular Formula

C₂₂H₂₄N₂O₈.HCl

Purity 95%
Storage -20°C
InChI InChI=1S/C22H24N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-7,10,14-15,17,25-27,30,32H,1-3H3,(H2,23,31)/t7-,10+,14+,15-,17-,22-/m0/s1
InChIKey SGKRLCUYIXIAHR-AKNGSSGZSA-N
SMILES CC1C2C(C3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O
Reference

1: Phaechamud T, Setthajindalert O. Cholesterol in situ forming gel loaded with
doxycycline hyclate for intra-periodontal pocket delivery. Eur J Pharm Sci. 2017
Mar 1;99:258-265. doi: 10.1016/j.ejps.2016.12.023. Epub 2016 Dec 24. PubMed PMID:
28027940.

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2: Phaechamud T, Chanyaboonsub N, Setthajindalert O. Doxycycline hyclate-loaded
bleached shellac in situ forming microparticle for intraperiodontal pocket local
delivery. Eur J Pharm Sci. 2016 Oct 10;93:360-70. doi:
10.1016/j.ejps.2016.08.034. Epub 2016 Aug 20. PubMed PMID: 27552903.
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3: Dhal C, Ahmad FJ, Chauhan A, Jyothi M, Singh RM, Saini PK, Mathur SC, Singh
GN. Quality by Design Approach for Simultaneous Estimation of Doxycycline Hyclate
and Curcumin by RP-HPLC Method. Indian J Pharm Sci. 2015 Nov-Dec;77(6):723-8.
PubMed PMID: 26997700; PubMed Central PMCID: PMC4778232.
<br>

4: Arciniegas Ruiz SM, Gutiérrez Olvera L, Bernad Bernad MJ, Caballero Chacón
Sdel C, Vargas Estrada D. Comparative pharmacokinetics of a new oral long-acting
formulation of doxycycline hyclate: A canine clinical trial. Eur J Pharm Sci.
2015 Dec 1;80:9-15. doi: 10.1016/j.ejps.2015.09.012. Epub 2015 Sep 21. PubMed
PMID: 26393684.

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5: Kopytynska-Kasperczyk A, Dobrzynski P, Pastusiak M, Jarzabek B, Prochwicz W.
Local delivery system of doxycycline hyclate based on ε-caprolactone copolymers
for periodontitis treatment. Int J Pharm. 2015 Aug 1;491(1-2):335-44. doi:
10.1016/j.ijpharm.2015.06.034. Epub 2015 Jul 2. PubMed PMID: 26143233.

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6: Ruiz SM, Olvera LG, Chacón Sdel C, Estrada DV. Pharmacokinetics of an oral
extended-release formulation of doxycycline hyclate containing acrylic acid and
polymethacrylate in dogs. Am J Vet Res. 2015 Apr;76(4):367-72. doi:
10.2460/ajvr.76.4.367. PubMed PMID: 25815578.

<br>
7: Xia JL, Wang LQ, Wu LL, Huang QB. Doxycycline hyclate protects
lipopolysaccharide-induced endothelial barrier dysfunction by inhibiting the
activation of p38 mitogen-activated protein kinase. Biol Pharm Bull.
2014;37(12):1882-90. PubMed PMID: 25451837.
<br>

8: Kogawa AC, Zoppi A, Quevedo MA, Nunes Salgado HR, Longhi MR. Increasing
doxycycline hyclate photostability by complexation with β-cyclodextrin. AAPS
PharmSciTech. 2014 Oct;15(5):1209-17. doi: 10.1208/s12249-014-0150-7. Epub 2014
Jun 3. PubMed PMID: 24889734; PubMed Central PMCID: PMC4179669.

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9: Vijayabala GS. Single application of topical doxycycline hyclate in the
management of recurrent aphthous stomatitis: reply to remarks. Oral Surg Oral Med
Oral Pathol Oral Radiol. 2014 Apr;117(4):533-4. doi: 10.1016/j.oooo.2013.12.411.
Epub 2014 Jan 3. PubMed PMID: 24556496.
<br>

10: Shoor H, Pai KM. Single application of topical doxycycline hyclate in the
management of recurrent aphthous stomatitis: remarks. Oral Surg Oral Med Oral
Pathol Oral Radiol. 2014 Apr;117(4):533. doi: 10.1016/j.oooo.2013.11.501. Epub
2014 Jan 3. PubMed PMID: 24480145.

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