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Doxycycline Monohydrate

Doxycycline Monohydrate

Product ID D5898
Cas No. 17086-28-1
Purity ≥97%
Product Unit SizeCostQuantityStock
1 g $38.00 In stock
5 g $96.00 In stock
10 g $172.00 In stock
25 g $306.00 In stock
Bulk Quote

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  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
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Description

Doxycycline is a tetracycline antibiotic that exhibits anti-parasitic, anti-helminthic, anti-inflammatory, anticancer, and anti-metastatic activities. Doxycycline exerts its antibacterial activity through binding 16S rRNA of the bacterial 30S ribosome, preventing binding of aminoacyl-tRNA to the ribosomal A site, inhibiting translation. Doxycycline also inhibits matrix metalloproteinases (MMPs). Doxycycline displays slow antimalarial benefit, inhibiting expression of the apicoplast genome and inducing loss of function in parasites. This compound inhibits Wolbachia endosymbionts from Wucheria, inducing sterilization and inhibiting growth. Doxycycline improves pulmonary function and parameters of chronic obstructive pulmonary syndrome (COPD) in clinical settings. Additionally, doxycycline inhibits migration and proliferation of breast adenocarcinoma cells. Doxycycline also attenuates the development of cardiac hypertrophy in vivo and displays anti-allergic and anti-asthma benefits, suppressing activation of IgE and upregulating expression of IL-2.

Product Info

Cas No.

17086-28-1

Purity

≥97%

Formula

C22H24N2O8 • H2O

Formula Wt.

462.45

Chemical Name

[4S-(4α,4aα,5α,5aα,6α,12aα)]-4-(Dimethylamino)-1,-4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-penta- hydroxy-6-methyl-1,11-dioxo-2-naphthacenecarbox- amide monohydrate

IUPAC Name

(4S,4aR,5S,5aR,6R,12aR)-4-(dimethylamino)-1,5,10,11, 12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5,5a, 6-tetrahydro-4H-tetracene-2-carboxamide;hydrate

Synonym

Doxycycline, Jenacyclin, Supracyclin, Vibramycin

Melting Point

201°C

Solubility

Soluble in ethanol (2 mg/mL) or methanol.

Appearance

Yellow Crystal Powder

Shipping and Storage

Store Temp

Ambient

Ship Temp

Ambient

Downloads

MSDS

D5898 MSDS PDF

Info Sheet

D5898 Info Sheet PDF

References

Joks R, Durkin HG. Non-antibiotic properties of tetracyclines as anti-allergy and asthma drugs. Pharmacol Res. 2011 Dec;64(6):602-9. PMID: 21501686.

Dalvi PS, Singh A, Trivedi HR, et al. Effect of doxycycline in patients of moderate to severe chronic obstructive pulmonary disease with stable symptoms. Ann Thorac Med. 2011 Oct;6(4):221-6. PMID: 21977068.

Errami M, Galindo CL, Tassa AT, et al. Doxycycline attenuates isoproterenol- and transverse aortic banding-induced cardiac hypertrophy in mice. J Pharmacol Exp Ther. 2008 Mar;324(3):1196-203. PMID: 18089841.

Dahl EL, Shock JL, Shenai BR, et al. Tetracyclines specifically target the apicoplast of the malaria parasite Plasmodium falciparum. Antimicrob Agents Chemother. 2006 Sep;50(9):3124-31. PMID: 16940111.

Hoerauf A, Mand S, Fischer K, et al. Doxycycline as a novel strategy against bancroftian filariasis-depletion of Wolbachia endosymbionts from Wuchereria bancrofti and stop of microfilaria production. Med Microbiol Immunol. 2003 Nov;192(4):211-6. PMID: 12684759.

Dursun D, Kim MC, Solomon A, et al. Treatment of recalcitrant recurrent corneal erosions with inhibitors of matrix metalloproteinase-9, doxycycline and corticosteroids. Am J Ophthalmol. 2001 Jul;132(1):8-13. PMID: 11438047.

Fife RS, Sledge GW Jr. Effects of doxycycline on in vitro growth, migration, and gelatinase activity of breast carcinoma cells. J Lab Clin Med. 1995 Mar;125(3):407-11. PMID: 7897308.

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