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Ganciclovir

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Name

Ganciclovir

EINECS 627-054-3
CAS No. 82410-32-0 Density 1.81 g/cm3
PSA 139.28000 LogP -1.38970
Solubility 0.1 M HCl: 10 mg/mL Melting Point 250 °C
Formula C9H13N5O4 Boiling Point 675 °C at 760 mmHg
Molecular Weight 255.233 Flash Point 362 °C
Transport Information N/A Appearance white powder
Safety 53-36/37/39-45 Risk Codes 46-60-61
Molecular Structure Molecular Structure of 82410-32-0 (Ganciclovir) Hazard Symbols ToxicT
Synonyms

Gancyclovir;

Article Data 36

Ganciclovir Synthetic route

84960-04-3

N2-acetyl-9-(1,3-dihydroxy-2-propoxymethyl)guanine

82410-32-0

ganciclovir

Conditions
ConditionsYield
With ammonium hydroxide In methanol at 20℃; for 17h;94%
With ammonium hydroxide In methanol at 25℃; for 16h; Yield given;
86357-14-4

9-(1,3-diacetoxy-2-propoxymethyl)-N2-acetylguanine

82410-32-0

ganciclovir

Conditions
ConditionsYield
With ammonium hydroxide for 72h; Ambient temperature;91%
With acetic acid In water; methylamine87%
With potassium hydroxide at 70℃; for 0.5h; Reagent/catalyst; Microwave irradiation;82.8%
With methanol; potassium hydroxide at 20℃; for 12h;78%
With acetic acid In methylamine
82410-31-9

9-<<2-(benzyloxy)-1-<(benzyloxy)methyl>ethoxy>methyl>guanine

82410-32-0

ganciclovir

Conditions
ConditionsYield
palladium dichloride In ethanol; cyclohexene for 5h; Heating;90%
With palladium; cyclohexene In ethanol87.7%
With cyclohexene; palladium In ethanol for 24h; Heating;87.7%
With cyclohexene; palladium In ethanol
82410-31-9

9-<<2-benzyloxy-1-(benzyloxymethyl)ethoxy>methyl>guanine

82410-32-0

ganciclovir

Conditions
ConditionsYield
With ethanol; palladium In cyclohexene for 18h; Heating;84%
100675-29-4

N2-acetyl-9-((1,3-pivaloyloxy-2-propoxy)methyl)guanine

82410-32-0

ganciclovir

Conditions
ConditionsYield
With sodium methylate In methanol for 40h; Heating;72%
131490-72-7

1-<(1,3-dihydroxy-2-propoxy)methyl>-5-<(thiocarbamoyl)amino>-1H-imidazole-4-carboxamide

82410-32-0

ganciclovir

Conditions
ConditionsYield
With sodium hydroxide; copper(II) sulfate for 1h; Heating;61%
1219792-39-8

2-(2-amino-1,6-dihydro-6-oxopurin-9-yl)methoxy-1,3-bis-1'-propyl-(2'S)-azido-3'-methylbutanoate

A

1219792-38-7

2-[(2-amino-1,6-dihydro-6-oxopurin-9-yl)methyloxy]-3-hydroxypropyl 2'-(S)-azido-3'-methylbutanoate

B

82410-32-0

ganciclovir

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In methanol at 20℃; for 14h;A 34.5%
B 20 %Chromat.
86629-51-8

C23H21N5O6

82410-32-0

ganciclovir

Conditions
ConditionsYield
With ammonia In methanol Yield given;
86629-59-6

9-<<2-hydroxy-1-(hydroxymethyl)ethoxy>methyl>-2,6-diamino-purine

82410-32-0

ganciclovir

Conditions
ConditionsYield
at 25℃; for 18h; adenosine deaminase, pH = 7.5;
88110-89-8

9-<(1-acetoxy-2-hydroxymethyl)ethoxymethyl>guanine

A

82410-32-0

ganciclovir

B

64-19-7

acetic acid

Conditions
ConditionsYield
With New Zealand albino male rabbit cornea homogenate In phosphate buffer at 37℃; for 24h; Kinetics; Further Variations:; Reagents;

Ganciclovir Specification

1. Introduction of Ganciclovir

Ganciclovir, with the IUPAC Name of 2-Amino-9-(1,3-dihydroxypropan-2-yloxymethyl)-3H-purin-6-one, is one kind of white powder. This chemical has the Classification Code which include Anti-Infective Agents; Antiviral; Antiviral agents; Drug / Therapeutic Agent; Mutation data. Besides, it belongs to the Product Categories which include Bases & Related Reagents; Intermediates & Fine Chemicals; Nucleotides; Pharmaceuticals; API's; Antiviral.

2. Properties of Ganciclovir

Ganciclovir has the following properties: (1)Index of Refraction: 1.76; (2)Molar Refractivity: 57.9 cm3; (3)Molar Volume: 140.5 cm3; (4)Polarizability: 22.95×10-24 cm3; (5)Surface Tension: 86.6 dyne/cm; (6)Density: 1.81 g/cm3; (7)Flash Point: 362 °C; (8)Enthalpy of Vaporization: 104.13 kJ/mol; (9)Boiling Point: 675 °C at 760 mmHg; (10)Melting Point: 250 °C; (11)storage temperature: 2-8 °C; (12)solubility: 0.1 M HCl: 10 mg/mL; (13)Vapour Pressure: 3.82E-19 mmHg at 25 °C.

3. Structure Descriptors of Ganciclovir

You could convert the following datas into the molecular structure:
(1).Canonical SMILES: c12c(ncn1COC(CO)CO)c([nH]c(n2)N)=O
(2).InChI: InChI=1/C9H13N5O4/c10-9-12-7-6(8(17)13-9)11-3-14(7)4-18-5(1-15)2-16/h3,5,15-16H,1-2,4H2,(H3,10,12,13,17)

4. Toxicity of Ganciclovir

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 150mg/kg (150mg/kg)   Drugs in Japan Vol. -, Pg. 291, 1990.
dog LD50 oral > 1gm/kg (1000mg/kg)   Drugs in Japan Vol. -, Pg. 291, 1990.
mouse LD50 intraperitoneal 1gm/kg (1000mg/kg)   Journal of Medicinal Chemistry. Vol. 26, Pg. 759, 1983.
mouse LD50 intravenous 900mg/kg (900mg/kg)   Drugs in Japan Vol. -, Pg. 291, 1990.
mouse LD50 oral > 2gm/kg (2000mg/kg)   Drugs in Japan Vol. -, Pg. 291, 1990.

5. Safety Information of Ganciclovir

Common adverse drug reactions >=1% of patients) include: neutropenia, granulocytopenia, thrombocytopenia, fever, nausea, vomiting, dyspepsia, diarrhoea, abdominal pain, flatulence, anorexia, raised liver enzymes, headache, confusion, hallucination, anaemia, pain and phlebitis at injection site (due to high pH), sweating, rash.
Hazard Codes: ToxicT
Risk Statements: 46-60-61 
R46:May cause heritable genetic damage. 
R60:May impair fertility. 
R61:May cause harm to the unborn child.
Safety Statements: 53-36/37/39-45 
S53:Avoid exposure - obtain special instructions before use. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
WGK Germany: 3
RTECS of Ganciclovir (CAS NO.82410-32-0): MF8407000

6. Use of Ganciclovir

Ganciclovir (CAS NO.82410-32-0) is an antiviral medication used to treat or prevent cytomegalovirus (CMV) infections.

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