Acyclovir

Acyclovir

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Acyclovir
Category Others
Catalog number BBF-04163
CAS 59277-89-3
Molecular Weight 225.20
Molecular Formula C8H11N5O3
Purity >98%

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BBF-04163 25 g $269 In stock

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Description

Aciclovir is a synthetic nucleoside analogue active against herpesviruses. It is primarily used for the treatment of herpes simplex virus infections, chickenpox and shingles.

Specification

Related CAS 69657-51-8 (sodium) 59277-89-3 (free)
Synonyms Acyclovir
Storage Store at -20°C
IUPAC Name 2-amino-9-(2-hydroxyethoxymethyl)-1H-purin-6-one
Canonical SMILES C1=NC2=C(N1COCCO)NC(=NC2=O)N
InChI InChI=1S/C8H11N5O3/c9-8-11-6-5(7(15)12-8)10-3-13(6)4-16-2-1-14/h3,14H,1-2,4H2,(H3,9,11,12,15)
InChI Key MKUXAQIIEYXACX-UHFFFAOYSA-N

Properties

Appearance White Crystalline Powder
Antibiotic Activity Spectrum viruses
Boiling Point 595°C at 760 mmHg
Melting Point 256-257°C
Flash Point 302.4±32.3 °C
Density 1.77 g/cm3
Solubility Soluble in DMSO, DMF

Reference Reading

1.Study of Antiherpetic Efficiency of Phosphite of Acycloguanosine Ableto Over come the Barrier of Resistance to Acyclovir.
Andronova VL1, Jasko MV2, Kukhanova MK2, Galegov GA2, Skoblov YS3, Kochetkov SN2. Acta Naturae. 2016 Jan-Mar;8(1):74-81.
As has been shown previously, phosphite of acycloguanosine (Hp-ACG) exhibits equal efficacy against ACV-sensitive and ACV-resistant HSV-1 strains in cell culture. Intraperitoneal administration of Hp-ACG to model mice with herpetic encephalitis caused by HSV-1 infection was shown to be effective in protecting against death. In the present work, we continue the study of the antiviral efficiency of Hp-ACG against HSV administered non-invasively; namely in vivo, orally and in the form of ointment formulations. It has been first shown that oral administration of Hp-ACG twice daily for five days prevents systemic infection in mice caused by HSV-1. Mortality in the control group of animals was 57%. Administration of Hp-ACG at doses of 600, 800 and 1,000 mg/kg per day significantly increased the survival and median day of death of the animals compared to the placebo-treated control group. A comparative evaluation of the therapeutic efficacy parameters of polyethylene glycol-based ACV ointment and Hp-ACG ointment was carried out after a 5-day course in the model of an experimental cutaneous infection of HSV-1 in guinea pigs.
2.Thiolated Cyclodextrin: Development of a Mucoadhesive Vaginal Delivery System for Acyclovir.
Ijaz M1, Griessinger JA2, Mahmood A1, Laffleur F1, Bernkop-Schnürch A3. J Pharm Sci. 2016 May;105(5):1714-20. doi: 10.1016/j.xphs.2016.03.009.
The objective of this study was the development of a mucoadhesive vaginal delivery system for acyclovir (Acv). Sodium-per-iodate (NaIO4) was used to introduce aldehyde substructures into beta-cyclodextrin (β-CD) by oxidative cleavage of vicinal diol bonds. Cysteamine was covalently attached to β-CD-CHO via reductive amination. Ellman's reagent was utilized for quantification of free thiol groups attached and resazurin assay was used for cytotoxicity studies. Mucoadhesive properties were evaluated on porcine vaginal mucosa in comparison to intestinal mucosa. Quantification of thiol groups revealed 851.84 ± 107, 1040.44 ± 132, and 1563.72 ± 171 μmol/g of free thiol groups attached to the β-CD-SH851, β-CD-SH1040, and β-CD-SH1563, respectively. β-CD-SH derivatives at concentrations of 0.5% (m/v) did not show significant reduction of viability of Caco-2 cells within 24 h. Furthermore, water solubility of β-CD-SH1563 was improved 7.6-fold in comparison to unmodified β-CD.

Bio Calculators

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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