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Cidofovir dihydrate

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Category Cytomegalovirus (CMV)
CAS 149394-66-1
Description Cidofovir is an injectable antiviral medication for the treatment of cytomegalovirus (CMV) retinitis in patients with AIDS. It suppresses CMV replication by selective inhibition of viral DNA polymerase and therefore prevention of viral replication and transcription. It is an acyclic nucleoside phosphonate, and is therefore independent of phosphorylation by viral enzymes, unlike acyclovir. Cidofovir was discovered at the Institute of Organic Chemistry and Biochemistry, Prague, and developed by Gilead Sciences and is marketed with the brand name Vistide by Gilead in the USA, and by Pfizer elsewhere. Maintenance therapy with cidofovir involves an infusion only once every two weeks, making it a convenient treatment option. Because dosing is relatively infrequent, a permanent catheter is not necessary for infusions.
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Product Information

Synonyms HPMPC dihydrate; Vistide dihydrate; (S)-HPMPC dihydrate
IUPAC Name [(2S)-1-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxypropan-2-yl]oxymethylphosphonic acid;dihydrate
Molecular Weight 315.22
Molecular Formula C8H18N3O8P
Canonical SMILES C1=CN(C(=O)N=C1N)CC(CO)OCP(=O)(O)O.O.O
InChI InChI=1S/C8H14N3O6P.2H2O/c9-7-1-2-11(8(13)10-7)3-6(4-12)17-5-18(14,15)16;;/h1-2,6,12H,3-5H2,(H2,9,10,13)(H2,14,15,16);2*1H2/t6-;;/m0./s1
InChIKey FPKARFMSZDBYQF-ILKKLZGPSA-N
Boiling Point 609.5°C at 760 mmHg
Melting Point 260°C (dec)
Flash Point 322.4±34.3 °C
Purity >98%
Density 1.76 g/cm3
Solubility Soluble in DMSO
Appearance White Powder
Application Antiviral Agents
Storage Store at RT
Complexity 417
Exact Mass 315.08315154
Index Of Refraction 1.656
PSA 157.71000
Target CMV; DNA/RNA Synthesis; Orthopoxvirus; Apoptosis; Endogenous Metabolite
Vapor Pressure 0.0±4.0 mmHg at 25°C

Description of First Aid Measures

Eye contact

Remove any contact lenses, locate eye-wash station, and flush eyes immediately with large amounts of water. Separate eyelids with fingers to ensure adequate flushing. Promptly call a physician.

Skin contact

Rinse skin thoroughly with large amounts of water. Remove contaminated clothing and shoes and call a physician.

Inhalation

Immediately relocate self or casualty to fresh air. If breathing is difficult, give cardiopulmonary resuscitation (CPR). Avoid mouth-to-mouth resuscitation.

Ingestion

Wash out mouth with water; Do NOT induce vomiting; call a physician.

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