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Ribavirin

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Name

Ribavirin

EINECS 636-825-3
CAS No. 36791-04-5 Density 2.086 g/cm3
PSA 143.72000 LogP -2.31120
Solubility >=10 g/100 mL at 19 °C in water Melting Point 174-176 °C
Formula C8H12N4O5 Boiling Point 639.782 °C at 760 mmHg
Molecular Weight 244.24 Flash Point 340.728 °C
Transport Information Appearance Colourless solid
Safety 53-22-45-37/39-26 Risk Codes 61-36/38
Molecular Structure Molecular Structure of 36791-04-5 (Ribavirin) Hazard Symbols ToxicT, IrritantXi
Synonyms

Tribavirin;Ribavirin (JAN/USP);Virazole;Ribamide;Virazid;1,2,4-Triazole-3-carboxamide, 1-.beta.-D-ribofuranosyl-;Vilona;1H-1,2,4-Triazole-3-carboxamide, 1-.beta.-D-ribofuranosyl-;ICN 1229;1-.beta.-D-Ribofuranosyl-1H-1,2, 4-triazole-3-carboxamide;Rebetol;Virazole (TN);Rebretron;1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide;ICN-1229;1-.beta.-D-Ribofuranosyl-1,2,4-triazolo-3-carboxamide;Ribamidil;Copegus;1-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide; 1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methyl-pyrimidine-2,4-dione;RTCA;RTC;RBV;1H-1,2,4-Triazole-3-carboxamide,1-a-Dribofuranosyl-;1-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide;RCTA;Viramid;Ribavirin (Virazole);1-β-d-ribofuranosyl-1,2,4-triazole-3-carboxamide;Ribavirin EP5;

 

Ribavirin Synthetic route

57198-04-6, 39925-10-5

1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-1H-1,2,4-triazole-3-carboxylic acid methyl ester

36791-04-5

ribavirin

Conditions
ConditionsYield
With ammonia at 20℃; under 5250.53 Torr; for 20h; Temperature; Pressure; Autoclave; Green chemistry;99.71%
With ammonia In methanol at 0℃; for 2.5h; Temperature; Solvent;97%
With methanol; ammonia at 10 - 20℃; for 18h; Autoclave;92.6%
38934-69-9

methyl 1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-1H-1,2,4-triazole-3-carboxylate

36791-04-5

ribavirin

Conditions
ConditionsYield
With sodium methylate; diethylamine In methanol at 80℃; for 6h; Solvent;95%
With ammonia In methanol at 20℃; for 4h;
With ammonia In methanol for 5h; Autoclave;107.52 g
With ammonia In methanol at 20℃; for 4h;
40371-99-1

3-cyano-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-1,2,4-triazole

36791-04-5

ribavirin

Conditions
ConditionsYield
With ammonium hydroxide; dihydrogen peroxide; platinum In methanol51.2%
Multi-step reaction with 3 steps
1: methanol / 2 h / 25 °C
2: methanol / 1 h / 50 °C
3: pH 7.4, phosphate buffer / Ambient temperature
View Scheme
3641-08-5

1,2,4-triazole-3-carboxamide

58-96-8

uridine

36791-04-5

ribavirin

Conditions
ConditionsYield
With Enterobacter gergoviae CECT 875 in agar In phosphate buffer at 60℃; for 3h; pH=7.0; Enzymatic reaction;45%
With potassium phosphate buffer at 60℃; for 24h; Enterobakter aerogenes AJ 1125;
With Geobacillus kaustophilus ATCC 8005 entrapped in agarose matrix supplemented with bentonite In aq. phosphate buffer at 60℃; for 6h; pH=7; Reagent/catalyst; Green chemistry;
4928-88-5

methyl 1H-1,2,4-triazole-3-carboxylate

13035-61-5

1,2,3,5-tetraacetylribose

36791-04-5

ribavirin

Conditions
ConditionsYield
With Bis(p-nitrophenyl) phosphate at 80 - 147℃; for 0.833333h; Temperature; Large scale;77.1%
58151-90-9

ribavirin benzoate

36791-04-5

ribavirin

Conditions
ConditionsYield
With pyrographite In dichloromethane; acetonitrile at 60℃; for 0.333333h;90.16 g

1-trimethylsilyl-1H-1,2,4-triazole-3-carboxamide

13035-61-5

1,2,3,5-tetraacetylribose

36791-04-5

ribavirin

Conditions
ConditionsYield
Stage #1: 1-trimethylsilyl-1H-1,2,4-triazole-3-carboxamide With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane at 95℃; for 5h;
Stage #2: 1,2,3,5-tetraacetylribose With tin(ll) chloride In dichloromethane at 0℃; Temperature;
3641-08-5

1,2,4-triazole-3-carboxamide

36791-04-5

ribavirin

Conditions
ConditionsYield
With 1A cells; E. coli BMT 4D In phosphate buffer at 60℃; for 30h; pH=7.5;70%
With phosphate buffer; purine nucleoside phosphorylase immobilised on AP-CPG-170 In water at 60℃; for 36h; pH=7.0;68%
at 60℃; catalyzation by purine nucleoside phosphorylase of Brevibacterium acetylicum ATCC 954, potassium phosphate buffered at pH 7.0; Yield given;
535960-09-9

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(3-(ethoxycarbonyl)-1H-1,2,4-triazol-1-yl)tetrahydrofuran-3,4-diyl diacetate

36791-04-5

ribavirin

Conditions
ConditionsYield
With ammonia In methanol at 20℃; for 48.5h; Ice-bath;90%
39925-12-7

methyl 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-1,2,4-triazole-3-carboxylate

36791-04-5

ribavirin

Conditions
ConditionsYield
With ammonia In methanol overnight;91.3%
With ammonia In methanol at 20℃; for 24h;80%
72933-99-4

1-(2,3,5-Tri-O-benzyl-β-D-ribofuranosyl)-1H-1,2,4-triazol-3-carboxamid

36791-04-5

ribavirin

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; palladium In ethanol86%
33763-06-3

7-methylinosine

3641-08-5

1,2,4-triazole-3-carboxamide

A

1006-08-2

7-methyl-1,7-dihydro-purin-6-one

B

36791-04-5

ribavirin

Conditions
ConditionsYield
With phosphate buffer; purine nucleoside phosphorylase In water at 25℃; for 48h; pH 7.4;A n/a
B 57%
3641-08-5

1,2,4-triazole-3-carboxamide

81100-62-1

C11H15N5O5*HI

A

578-76-7

7-methylguanine

B

36791-04-5

ribavirin

Conditions
ConditionsYield
With phosphate buffer; purine nucleoside phosphorylase In water at 25℃; for 48h; pH 7.4;A n/a
B 54%
22164-16-5

7-methylguanosine

3641-08-5

1,2,4-triazole-3-carboxamide

A

578-76-7

7-methylguanine

B

36791-04-5

ribavirin

Conditions
ConditionsYield
With phosphate buffer; purine nucleoside phosphorylase In water at 25℃; for 48h; pH 7.4;A n/a
B 44%
108321-99-9, 150713-51-2

α,β-D-ribofuranose-5-phophate disodium salt

3641-08-5

1,2,4-triazole-3-carboxamide

36791-04-5

ribavirin

Conditions
ConditionsYield
With 2-hydroxyethanethiol; manganese(ll) chloride; purine nucleoside phosphorylase In various solvent(s) at 45℃; for 1.5h; pH=7;100 % Chromat.
52663-90-8

1-(2',3'-di-O-isopropylidene-β-D-ribofuranosyl)<1,2,4>triazole-3-carboxamide

36791-04-5

ribavirin

Conditions
ConditionsYield
With ion exchanger Merck I (H+) In water; acetone Ambient temperature;90%
6974-32-9

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

4928-88-5

methyl 1H-1,2,4-triazole-3-carboxylate

A

39030-43-8

1-β-D-ribofuranosyl-1H-1,2,4-triazole-5-carboxamide

B

36791-04-5

ribavirin

Conditions
ConditionsYield
Stage #1: 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose; methyl 1H-1,2,4-triazole-3-carboxylate With N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate In acetonitrile at 130℃; for 0.0833333h; Vorbrueggen glycosylation; microwave irradiation;
Stage #2: With ammonia In methanol at 50℃; for 16h;
A 17%
B n/a
methanolic ammonia

methanolic ammonia

206269-26-3

methyl 1-(2,3,5-tri-O-acetyl-β-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate

36791-04-5

ribavirin

Conditions
ConditionsYield
In ethanol; water
methanolic ammonia

methanolic ammonia

57198-04-6, 39925-10-5

1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-1H-1,2,4-triazole-3-carboxylic acid methyl ester

36791-04-5

ribavirin

Conditions
ConditionsYield
In ethanol; water
79451-07-3

1-β-D-Ribofuranosyl-1H-1,2,4-triazol-3-carbonsaeure-ethylester

36791-04-5

ribavirin

Conditions
ConditionsYield
With ammonia In methanol Ambient temperature;76%
64-17-5

ethanol

39925-12-7

methyl 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-1,2,4-triazole-3-carboxylate

36791-04-5

ribavirin

Conditions
ConditionsYield
In methanol
120362-25-6

methyl 1-β-D-ribofuranosyl-1,2,4-triazole-3-carboximidate

36791-04-5

ribavirin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / 1 h / 50 °C
2: pH 7.4, phosphate buffer / Ambient temperature
View Scheme
79437-73-3

Amino(2,3,5-Tri-O-benzyl-D-ribofuranosylhydrazono)essigsaeure-ethylester

36791-04-5

ribavirin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: toluene / 4 h / 100 °C
2: H2, 9.5 N ethanolic HCl / Pd / ethanol / 10 h
3: 76 percent / NH3 / methanol / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: toluene / 4 h / 100 °C
2: 100 percent / NH3 / methanol / 12 h / Ambient temperature
3: 86 percent / H2, 9.5 N ethanolic HCl / Pd / ethanol
View Scheme
79437-72-2

1-(2,3,5-Tri-O-benzyl-β-D-ribofuranosyl)-1H-1,2,4-triazol-3-carbonsaeure-ethylester

36791-04-5

ribavirin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2, 9.5 N ethanolic HCl / Pd / ethanol / 10 h
2: 76 percent / NH3 / methanol / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 100 percent / NH3 / methanol / 12 h / Ambient temperature
2: 86 percent / H2, 9.5 N ethanolic HCl / Pd / ethanol
View Scheme
3641-08-5

1,2,4-triazole-3-carboxamide

58-96-8

uridine

A

66-22-8

uracil

B

36791-04-5

ribavirin

Conditions
ConditionsYield
With aeromonas hydrophila CECT 4226 at 60℃; for 26h; pH=7; aq. phosphate buffer; Enzymatic reaction;A n/a
B 65%
6974-32-9

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

36791-04-5

ribavirin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 47 percent / (CH3)3SiOSO2CF3 / 1,2-dichloro-ethane; acetonitrile / 4 h / 4 °C
2: 91.3 percent / NH3 / methanol / overnight
View Scheme
28708-32-9

1,2,3,5-tetra-O-acetyl-D-ribofuranose

36791-04-5

ribavirin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tin(IV) chloride / dichloromethane / 2 h / 5 - 20 °C / Heating / reflux
2: methanol; water; sodium methylate / 3.5 h / 10 °C
3: ammonia / methanol / 4 h / 20 °C
View Scheme
76-05-1

trifluoroacetic acid

52663-90-8

1-(2',3'-di-O-isopropylidene-β-D-ribofuranosyl)<1,2,4>triazole-3-carboxamide

36791-04-5

ribavirin

58-63-9

Inosine

36791-04-5

ribavirin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 136 °C
1.2: 60 - 100 °C
2.1: trifluorormethanesulfonic acid / 2 h / 135 °C / 55 Torr
3.1: ammonia / methanol / 40 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: methanesulfonic acid / 110 °C
2: Bis(p-nitrophenyl) phosphate / 2 h / 140 - 150 °C
3: methanol; ammonia / 18 h / 10 - 20 °C / Autoclave
View Scheme
Multi-step reaction with 3 steps
1: trifluoroacetic acid / 60 - 100 °C
2: trifluorormethanesulfonic acid / 90 °C
3: ammonia / methanol / 20 °C
View Scheme
58-63-9

inosine

36791-04-5

ribavirin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 55 percent / H2O / 3 h / 60 °C / phosphate buffer pH 7.0; purine nucleoside phosphorylase of Enterobacter aerogenes AJ 11125
2: Enterobacter aerogenes / 3 h / 60 °C / pH 8.0; also with further bacteria
View Scheme
Multi-step reaction with 3 steps
1: aluminum (III) chloride / methanol / 2 h / 60 °C
2: methanol; sodium iodide / 1 h / 65 °C
3: sodium methylate; diethylamine / methanol / 6 h / 80 °C
View Scheme
108-24-7

acetic anhydride

36791-04-5

ribavirin

40372-03-0

2',3',5'-Tri-O-acetyl-1-β-D-ribofuranosyl-1,2,4-triazole-3-carboxamide

Conditions
ConditionsYield
With pyridine at 20℃; for 22h; Concentration;100%
With pyridine at 20℃;100%
With pyridine Ambient temperature;43.1 g
77-76-9

2,2-dimethoxy-propane

36791-04-5

ribavirin

52663-90-8

1-(2',3'-di-O-isopropylidene-β-D-ribofuranosyl)<1,2,4>triazole-3-carboxamide

Conditions
ConditionsYield
With toluene-4-sulfonic acid In acetone at 60℃; for 3h; Concentration; Temperature;99%
With toluene-4-sulfonic acid In acetone at 60℃; for 6h;73%
With perchloric acid In acetone at 0℃; for 1.5h;58%
With perchloric acid In acetone at 20℃; Inert atmosphere;
With toluene-4-sulfonic acid In acetone at 60℃; for 3h;
4074-90-2

divinyl adipate

36791-04-5

ribavirin

Hexanedioic acid (2R,3S,4R,5R)-5-(3-carbamoyl-[1,2,4]triazol-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester vinyl ester

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; lipase acrylic resin from Candida antartica In acetone at 50℃; for 4h;96%
With [bmim]BF4; Candida antarctica lipase acrylic resin In acetone at 50℃; for 12h;98.5 % Chromat.
69304-37-6

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

36791-04-5

ribavirin

140891-04-9

3,5-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanyl)-ribavirin

Conditions
ConditionsYield
With pyridine; triethylamine In N,N-dimethyl-formamide at 20℃; for 17h;94%
With pyridine at 20℃; for 23.5h;91%
14470-28-1

mono-4-methoxytrityl chloride

36791-04-5

ribavirin

190141-28-7

5'-O-(4-methoxytrityl)ribavirin

Conditions
ConditionsYield
With pyridine for 48h; Ambient temperature;92%
With pyridine68%
With pyridine68%
With pyridine68%

C10H15NO8

36791-04-5

ribavirin

C18H27N5O12

Conditions
ConditionsYield
Stage #1: C10H15NO8; ribavirin In water at 4℃;
Stage #2: With sodium tetrahydroborate In water at 20℃; for 1h;
Stage #3: With Dowex 50 (H+) resin In water
89%
1042939-52-5

(2S,4S,5R,6R)-5-Acetylamino-6-formyl-2,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid

36791-04-5

ribavirin

1042939-67-2

C17H25N5O11

Conditions
ConditionsYield
Stage #1: (2S,4S,5R,6R)-5-Acetylamino-6-formyl-2,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid; ribavirin In water at 4℃;
Stage #2: With sodium tetrahydroborate In water at 20℃; for 1h;
Stage #3: With Dowex 50 (H+) In water
87%
96-22-0

pentan-3-one

36791-04-5

ribavirin

ribavirin 2-pentanone acetal

Conditions
ConditionsYield
With toluene-4-sulfonic acid; trimethyl orthoformate at 50℃; for 2h;87%
67-64-1

acetone

36791-04-5

ribavirin

52663-90-8

1-(2',3'-di-O-isopropylidene-β-D-ribofuranosyl)<1,2,4>triazole-3-carboxamide

Conditions
ConditionsYield
Stage #1: acetone With toluene-4-sulfonic acid; orthoformic acid triethyl ester at 20℃;
Stage #2: ribavirin In N,N-dimethyl-formamide at 50℃;
85%
36791-04-5

ribavirin

98-80-6

phenylboronic acid

1442651-69-5

1-(2,3-di-O-phenylboranylidene-β-D-ribofuranosyl)-1H-1,2,4-triazole-3-carboxamide

Conditions
ConditionsYield
With pyridine at 20℃; for 2.08333h; Reflux;85%
36791-04-5

ribavirin

149-73-5

trimethyl orthoformate

727398-97-2

1-(β-D-ribofuranosyl-2',3'-O-methoxymethylidene)-1,2,4-triazole-3-carboxamide

Conditions
ConditionsYield
With pyridine; toluene-4-sulfonic acid In tetrahydrofuran at 20℃;84%
18162-48-6

tert-butyldimethylsilyl chloride

36791-04-5

ribavirin

1-((2R,3R,4R,5R)-3,4-bis((tert-butyldimethylsilyl)oxy)-5-(((tertbutyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-1H-1,2,4-triazole-3-carboxamide

Conditions
ConditionsYield
Stage #1: ribavirin With 1H-imidazole; dmap In N,N-dimethyl-formamide for 0.0833333h; Inert atmosphere;
Stage #2: tert-butyldimethylsilyl chloride In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;
84%
149-91-7

3,4,5-trihydroxybenzoic acid

36791-04-5

ribavirin

C8H12N4O5*C7H6O5

Conditions
ConditionsYield
In water at 20℃; for 24h;83%
5538-51-2

O-acetylsalicyloyl chloride

36791-04-5

ribavirin

C17H18N4O8

Conditions
ConditionsYield
With potassium hydrogencarbonate In tetrahydrofuran at 60℃; for 2h;81.3%
67-52-7

BARBITURIC ACID

36791-04-5

ribavirin

C8H12N4O5*0.5C4H4N2O3

Conditions
ConditionsYield
In water at 20℃; for 24h;79%
143-07-7

lauric acid

36791-04-5

ribavirin

(2R,3R,4R,5R)-2-(3-carbamoyl-1H-1,2,4-triazol-1-yl)-5-(dodecanoyloxymethyl)tetrahydrofuran-3,4-diyl didodecanoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 36h;79%

C13H18ClN2O6P

36791-04-5

ribavirin

1353639-66-3

C21H29N6O11P

Conditions
ConditionsYield
With pyridine; triethylamine In tetrahydrofuran at 30 - 50℃; for 36h;78%
1333492-00-4

C16H16ClN2O7P

36791-04-5

ribavirin

1353639-70-9

C24H27N6O12P

Conditions
ConditionsYield
With pyridine; triethylamine In tetrahydrofuran at 30 - 50℃; for 36h;78%
1333492-02-6

C12H16ClN2O6P

36791-04-5

ribavirin

1353639-64-1

C20H27N6O11P

Conditions
ConditionsYield
With pyridine; triethylamine In tetrahydrofuran at 30 - 50℃; for 36h;77%

C16H16ClN2O6P

36791-04-5

ribavirin

1353639-68-5

C24H27N6O11P

Conditions
ConditionsYield
With pyridine; triethylamine In tetrahydrofuran at 30 - 50℃; for 36h;75%
40635-66-3

2-acetoxy-2-methylpropanoyl chloride

36791-04-5

ribavirin

1-[2-O-acetyl-3-bromo-3-deoxy-5-O-(2,5,5-trimethyl-1,3-dioxolan-4-on-2-yl)-β-D-xylofuranosyl]-1,2,4-triazole-3-carboxamide

Conditions
ConditionsYield
Stage #1: 2-acetoxy-2-methylpropanoyl chloride With sodium bromide In acetonitrile at 20℃; for 0.5h;
Stage #2: ribavirin In acetonitrile at 70℃; for 3h;
74.8%

Ribavirin History

 Ribavirin (36791-04-5) is a synthetic chemical not natural. It was first synthesized in 1970 (Lau, 2002—see hepcassoc.org external link below) at ICN Pharmaceuticals, Inc. (later Valeant Pharmaceuticals International) by chemist Joseph T. Witkowski, under the direction of laboratory director Roland K. Robins. This was inspired in part by discovery (in the 1960s) of antiviral activity from naturally-occurring purine-like nucleoside antibiotics like showdomycin, coformycin, and pyrazomycin. These agents had too much toxicity to be clinically useful (and the antiviral activity of them may be incidental), but they served as the starting point for pharmaceutical chemists interested in antivirals and antimetabolic chemotherapeutic agents.
    In 1972 it was reported that ribavirin was active against a variety of RNA and DNA viruses in culture and in animals, without undue toxicity.Some results repoted in human trials against experimental influenza infection were mixed, however, and the FDA ultimately did not approve this indication for ribavirin use in humans, thereby causing a severe financial shock to ICN.
    Though ICN was allowed in 1980 to market ribavirin,it is in inhalant form for RSV infection in children.By the time oral ribavirin was finally approved by the FDA as part of a combination treatment (with interferon) for hepatitis C in 1998, the original ICN patents on ribavirin itself had expired, and (notwithstanding subsequent patent disputes) ribavirin had become essentially a generic drug.

Ribavirin Specification

Ribavirin is an anti-viral drug indicated for severe RSV infection (individually), hepatitis C infection, and other viral infections. With the CAS NO. 36791-04-5, Ribavirin is Merck Sharp & Dohme Corp.'s brand name for ribavirin, a synthetic nucleoside analogue (purine analogue). The chemical name of ribavirin is 1-β-D-ribofuranosyl-1H-1,2,4-triazole-3-carboxamide. Ribavirin is a white, crystalline powder. It is freely soluble in water and slightly soluble in anhydrous alcohol. The empirical formula is C8H12N4O5 and the molecular weight is 244.21.

Physical properties about Ribavirin are: (1)ACD/LogP: -1.85; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -1.85; (4)ACD/LogD (pH 7.4): -1.85; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 2.35; (8)ACD/KOC (pH 7.4): 2.35; (9)#H bond acceptors: 9; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 6; (12)Index of Refraction: 1.823; (13)Molar Refractivity: 51.088 cm3; (14)Molar Volume: 117.055 cm3; (15)Polarizability: 20.253 10-24cm3; (16)Surface Tension: 106.78099822998 dyne/cm; (17)Density: 2.086 g/cm3; (18)Flash Point: 340.728 °C; (19)Enthalpy of Vaporization: 99.283 kJ/mol; (20)Boiling Point: 639.782 °C at 760 mmHg

Uses of Ribavirin: Ribavirin is used as broad-spectrum nucleoside antiviral medicine. Ribavirin is active against a number of DNA and RNA viruses. It is a member of the nucleoside antimetabolite drugs that interfere with duplication of viral genetic material. In the U.K. and the U.S. the oral (capsule or tablet) form of ribavirin is used in the treatment of hepatitis C, in combination with pegylated interferon drugs.

When you are using this chemical, please be cautious about it as the following:
1. Avoid exposure - obtain special instruction before use;
2. Do not breathe dust;
3. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
4. Wear suitable gloves and eye/face protection;
5. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C8H12N4O5/c9-6(16)7-10-2-12(11-7)8-5(15)4(14)3(1-13)17-8/h2-5,8,13-15H,1H2,(H2,9,16)/t3-,4-,5-,8-/m1/s1;
(2)InChIKey=IWUCXVSUMQZMFG-AFCXAGJDSA-N;
(3)Smilesn1([C@@H]2O[C@H](CO)[C@H]([C@H]2O)O)nc(C(N)=O)nc1

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo unreported 1500mg/kg (1500mg/kg) KIDNEY, URETER, AND BLADDER: OTHER CHANGES 

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BLOOD: HEMORRHAGE
Pharmaceutical Chemistry Journal Vol. 18, Pg. 667, 1984.
mouse LD50 intraperitoneal 1300mg/kg (1300mg/kg)   Journal of Medicinal Chemistry. Vol. 15, Pg. 1150, 1972.
mouse LDLo oral 4gm/kg (4000mg/kg)   Pharmaceutical Chemistry Journal Vol. 18, Pg. 667, 1984.
rat LD50 oral 2700mg/kg (2700mg/kg)   Pharmaceutical Chemistry Journal Vol. 18, Pg. 667, 1984.

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