Product Name

  • Name

    Idarubicin hydrochloride

  • EINECS 260-990-7
  • CAS No. 57852-57-0
  • Article Data7
  • CAS DataBase
  • Density
  • Solubility
  • Melting Point 183-185°C
  • Formula C26H27NO9.HCl
  • Boiling Point 725.4 °C at 760 mmHg
  • Molecular Weight 533.963
  • Flash Point 392.5 °C
  • Transport Information UN 2811
  • Appearance
  • Safety 53-45-36-22
  • Risk Codes 60-61-28-40
  • Molecular Structure Molecular Structure of 57852-57-0 (Idarubicin hydrochloride)
  • Hazard Symbols VeryT+, HarmfulXn
  • Synonyms Idarubicin HCl;5,12-Naphthacenedione,9-acetyl-7-[(3-amino-2,3,6-trideoxy-a-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,9,11-trihydroxy-,hydrochloride, (7S,9S)- (9CI);4-DMD HCl;4-Demethoxydaunorubicin hydrochloride;Zavedos;
  • PSA 176.61000
  • LogP 2.52260

Synthetic route

idarubicin
58957-92-9

idarubicin

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In chloroform; isopropyl alcohol95%
With hydrogenchloride In methanol; dichloromethane pH=3;4.2 g
With hydrogenchloride In methanol; ethanol; dichloromethane; water at 30 - 40℃; for 0.333333h; pH=Ca. 3; Inert atmosphere;4.2 g
(+)-N-Trifluoroacetyl-4-demethoxydaunorubicin
60660-74-4

(+)-N-Trifluoroacetyl-4-demethoxydaunorubicin

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

Conditions
ConditionsYield
Stage #1: (+)-N-Trifluoroacetyl-4-demethoxydaunorubicin With water; sodium hydroxide at 20℃; for 1h;
Stage #2: With hydrogenchloride In water pH=8;		80%
With sodium hydroxide In water for 0.5h; Ambient temperature;77%
Stage #1: (+)-N-Trifluoroacetyl-4-demethoxydaunorubicin With sodium hydroxide In water at 30℃; for 0.5h;
Stage #2: With hydrogenchloride In chloroform; water; butan-1-ol pH=3.5;
Stage #1: (+)-N-Trifluoroacetyl-4-demethoxydaunorubicin With sodium hydroxide In water at 30℃; for 0.5h;
Stage #2: With hydrogenchloride In water pH=7;
C34H35NO10

C34H35NO10

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

Conditions
ConditionsYield
Stage #1: C34H35NO10 With palladium(II) hydroxide In tetrahydrofuran at 40℃; for 4h;
Stage #2: With hydrogenchloride In methanol; diethyl ether pH=3;		77%
C34H33NO11

C34H33NO11

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

Conditions
ConditionsYield
Stage #1: C34H33NO11 With palladium(II) hydroxide In tetrahydrofuran at 40℃; for 4h;
Stage #2: With hydrogenchloride In methanol; dichloromethane pH=3;		74%
2,3,6-trideoxy-1,4-di-O-p-nitrobenzoyl-3-trifluoroacetamido-L-lyxopyranose
52583-22-9

2,3,6-trideoxy-1,4-di-O-p-nitrobenzoyl-3-trifluoroacetamido-L-lyxopyranose

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) Trimethylsilyl triflate, 4A mol. sieves / 1.) CH2Cl2-Et2O (3:1), -40 deg C than -3 - -5 deg C, 1h; 2.) -15 deg C, 2.5 hrs
2: 0.1 mol dm-3 NaOH / CH2Cl2; methanol / 0.5 h / 0 °C
3: 77 percent / 0.1 mol dm-3 NaOH / H2O / 0.5 h / Ambient temperature
View Scheme
(7S,9S)-idarubicinone
60660-75-5

(7S,9S)-idarubicinone

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) Trimethylsilyl triflate, 4A mol. sieves / 1.) CH2Cl2-Et2O (3:1), -40 deg C than -3 - -5 deg C, 1h; 2.) -15 deg C, 2.5 hrs
2: 0.1 mol dm-3 NaOH / CH2Cl2; methanol / 0.5 h / 0 °C
3: 77 percent / 0.1 mol dm-3 NaOH / H2O / 0.5 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: 51 percent / Silver triflate
2: 0.1 mol dm-3 NaOH / CH2Cl2; methanol / 0.5 h / 0 °C
3: 77 percent / 0.1 mol dm-3 NaOH / H2O / 0.5 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
2: 77 percent / 0.1 mol dm-3 NaOH / H2O / 0.5 h / Ambient temperature
View Scheme
1-chloro-2,3,6-trideoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-L-lyxohexopyranose
63700-25-4

1-chloro-2,3,6-trideoxy-4-O-p-nitrobenzoyl-3-trifluoroacetamido-L-lyxohexopyranose

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 51 percent / Silver triflate
2: 0.1 mol dm-3 NaOH / CH2Cl2; methanol / 0.5 h / 0 °C
3: 77 percent / 0.1 mol dm-3 NaOH / H2O / 0.5 h / Ambient temperature
View Scheme
2,3,6-Trideoxy-3-trifluoroacetamido-L-lixo-hexopyranose
51996-45-3, 56354-08-6, 64429-67-0, 71952-66-4, 122350-89-4

2,3,6-Trideoxy-3-trifluoroacetamido-L-lixo-hexopyranose

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 51 percent / diethyl ether
3: 77 percent / 0.1 mol dm-3 NaOH / H2O / 0.5 h / Ambient temperature
View Scheme
(-)-3-N-trifluoroacetyl-1,4-bis(O-trifluoroacetyl)-L-daunosamine
91108-50-8

(-)-3-N-trifluoroacetyl-1,4-bis(O-trifluoroacetyl)-L-daunosamine

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: 77 percent / 0.1 mol dm-3 NaOH / H2O / 0.5 h / Ambient temperature
View Scheme
(-)-4'-O-p-Nitrobenzoyl-N-trifluoroacetyl-4-demethoxydaunorubicin
82343-11-1, 84276-23-3, 103665-89-0

(-)-4'-O-p-Nitrobenzoyl-N-trifluoroacetyl-4-demethoxydaunorubicin

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 0.1 mol dm-3 NaOH / CH2Cl2; methanol / 0.5 h / 0 °C
2: 77 percent / 0.1 mol dm-3 NaOH / H2O / 0.5 h / Ambient temperature
View Scheme
daunomycin hydrochloride
23541-50-6

daunomycin hydrochloride

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: dichloromethane / 1.5 h / 0 °C
2.1: potassium iodide; magnesium chloride / tetrahydrofuran / 1.5 h / 40 °C
2.2: pH 2.5 / Cooling with ice
3.1: dmap; N-ethyl-N,N-diisopropylamine / pyridine / 1 h / 0 - 20 °C
4.1: triethylammonium formate; 1,1'-bis(diphenylphosphino)ferrocene / palladium diacetate / N,N-dimethyl-formamide / 8 h / 50 °C / Inert atmosphere
5.1: sodium hydroxide / water / 0.5 h / 30 °C
5.2: pH 7
View Scheme
Multi-step reaction with 5 steps
1.1: potassium carbonate; trifluoromethanesulfonyl azide / dichloromethane; water; methanol
2.1: potassium iodide; magnesium chloride / tetrahydrofuran / 1.5 h / 40 °C
2.2: pH 2.5 / Cooling with ice
3.1: dmap; N-ethyl-N,N-diisopropylamine / pyridine / 1 h / 0 - 20 °C
4.1: triethylammonium formate; 1,1'-bis(diphenylphosphino)ferrocene / palladium diacetate / N,N-dimethyl-formamide / 8 h / 50 °C / Inert atmosphere
5.1: triphenylphosphine / tetrahydrofuran / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 10 h / 20 °C
2.1: bis(1,5-cyclooctadiene)nickel (0); tricyclohexylphosphine; Hexamethyldisiloxane / toluene / 12 h / 80 - 110 °C
3.1: palladium(II) hydroxide / tetrahydrofuran / 4 h / 40 °C
3.2: pH 3
View Scheme
Multi-step reaction with 3 steps
1.1: potassium carbonate / acetonitrile / 10 h / 20 °C
2.1: bis(1,5-cyclooctadiene)nickel (0); tricyclohexylphosphine; Hexamethyldisiloxane / toluene / 12 h / 80 - 110 °C
3.1: palladium(II) hydroxide / tetrahydrofuran / 4 h / 40 °C
3.2: pH 3
View Scheme
Multi-step reaction with 3 steps
1.1: triethylamine / dichloromethane / 4 h / 20 °C
2.1: bis(1,5-cyclooctadiene)nickel (0); tricyclohexylphosphine; Hexamethyldisiloxane / toluene / 12 h / 80 - 110 °C
3.1: water; sodium hydroxide / 1 h / 20 °C
3.2: pH 8
View Scheme
4-demethyl-3'-trifluoroacetamido-daunorubicine
68594-06-9

4-demethyl-3'-trifluoroacetamido-daunorubicine

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: dmap; N-ethyl-N,N-diisopropylamine / pyridine / 1 h / 0 - 20 °C
2.1: triethylammonium formate; 1,1'-bis(diphenylphosphino)ferrocene / palladium diacetate / N,N-dimethyl-formamide / 8 h / 50 °C / Inert atmosphere
3.1: sodium hydroxide / water / 0.5 h / 30 °C
3.2: pH 7
View Scheme
3'-N-trifluoroacetyldaunorubicin
26388-52-3

3'-N-trifluoroacetyldaunorubicin

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium iodide; magnesium chloride / tetrahydrofuran / 1.5 h / 40 °C
1.2: pH 2.5 / Cooling with ice
2.1: dmap; N-ethyl-N,N-diisopropylamine / pyridine / 1 h / 0 - 20 °C
3.1: triethylammonium formate; 1,1'-bis(diphenylphosphino)ferrocene / palladium diacetate / N,N-dimethyl-formamide / 8 h / 50 °C / Inert atmosphere
4.1: sodium hydroxide / water / 0.5 h / 30 °C
4.2: pH 7
View Scheme
Multi-step reaction with 2 steps
1.1: bis(1,5-cyclooctadiene)nickel (0); tricyclohexylphosphine; Hexamethyldisiloxane / toluene / 12 h / 80 - 110 °C
2.1: water; sodium hydroxide / 1 h / 20 °C
2.2: pH 8
View Scheme
7-(3-azido-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)daunorubicinone
874384-80-2

7-(3-azido-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)daunorubicinone

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium iodide; magnesium chloride / tetrahydrofuran / 1.5 h / 40 °C
1.2: pH 2.5 / Cooling with ice
2.1: dmap; N-ethyl-N,N-diisopropylamine / pyridine / 1 h / 0 - 20 °C
3.1: triethylammonium formate; 1,1'-bis(diphenylphosphino)ferrocene / palladium diacetate / N,N-dimethyl-formamide / 8 h / 50 °C / Inert atmosphere
4.1: triphenylphosphine / tetrahydrofuran / 20 °C
View Scheme
4-demethyl-3'-N3-daunorubicine
1403987-61-0

4-demethyl-3'-N3-daunorubicine

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dmap; N-ethyl-N,N-diisopropylamine / pyridine / 1 h / 0 - 20 °C
2: triethylammonium formate; 1,1'-bis(diphenylphosphino)ferrocene / palladium diacetate / N,N-dimethyl-formamide / 8 h / 50 °C / Inert atmosphere
3: triphenylphosphine / tetrahydrofuran / 20 °C
View Scheme
C27H24F3N3O12S
1403872-35-4

C27H24F3N3O12S

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylammonium formate; 1,1'-bis(diphenylphosphino)ferrocene / palladium diacetate / N,N-dimethyl-formamide / 8 h / 50 °C / Inert atmosphere
2: triphenylphosphine / tetrahydrofuran / 20 °C
View Scheme
4-demethoxy-3'-N3-daunorubicin
1403872-37-6

4-demethoxy-3'-N3-daunorubicin

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

Conditions
ConditionsYield
Stage #1: 4-demethoxy-3'-N3-daunorubicin With triphenylphosphine In tetrahydrofuran at 20℃;
Stage #2: With ammonia In tetrahydrofuran; methanol
C35H35NO12

C35H35NO12

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: bis(1,5-cyclooctadiene)nickel (0); tricyclohexylphosphine; Hexamethyldisiloxane / toluene / 12 h / 80 - 110 °C
2.1: palladium(II) hydroxide / tetrahydrofuran / 4 h / 40 °C
2.2: pH 3
View Scheme
C35H37NO11

C35H37NO11

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: bis(1,5-cyclooctadiene)nickel (0); tricyclohexylphosphine; Hexamethyldisiloxane / toluene / 12 h / 80 - 110 °C
2.1: palladium(II) hydroxide / tetrahydrofuran / 4 h / 40 °C
2.2: pH 3
View Scheme
4-fluorobenzoyl chloride
403-43-0

4-fluorobenzoyl chloride

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

(8S,10S)-9-acetyl-7-[(3-[(4-fluorobenzoyl)amino]-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,9,11-trihydroxy-5,12-naphthacenedione

(8S,10S)-9-acetyl-7-[(3-[(4-fluorobenzoyl)amino]-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,9,11-trihydroxy-5,12-naphthacenedione

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.25h;96%
ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

(+)-N-Trifluoroacetyl-4-demethoxydaunorubicin
60660-74-4

(+)-N-Trifluoroacetyl-4-demethoxydaunorubicin

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 4h;94%
idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

A

(7S,9S)-idarubicinone
60660-75-5

(7S,9S)-idarubicinone

B

8-Acetyl-6,11-dihydroxy-naphthacene-5,12-dione
84499-12-7

8-Acetyl-6,11-dihydroxy-naphthacene-5,12-dione

Conditions
ConditionsYield
With ammonia In water at 4 - 20℃; for 25 - 149h; pH=6.56 - 6.69; Product distribution / selectivity;
With hydrogenchloride In water at 4 - 20℃; for 27 - 407h; pH=2.18 - 3.91; Product distribution / selectivity;A 0.57%
B 0.01%
With carbon dioxide; ammonium bicarbonate In water pH=5.73 - 6.14; Product distribution / selectivity;A 0.14%
B 0.05%
idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

(7S,9S)-idarubicinone
60660-75-5

(7S,9S)-idarubicinone

Conditions
ConditionsYield
With hydrogenchloride In water at 4℃; for 29 - 364h; pH=3.03; Product distribution / selectivity;0.14%
With ammonium acetate; acetic acid In water pH=5.14 - 6.05; Product distribution / selectivity;0.03%
With acetic acid In water pH=5.82; Product distribution / selectivity;0.14%
sodium formate
141-53-7

sodium formate

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

(+)-14-formyloxy-4-demethoxydaunorubicin hydrochloride
95237-58-4

(+)-14-formyloxy-4-demethoxydaunorubicin hydrochloride

Conditions
ConditionsYield
Yield given. Multistep reaction;
idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

trimethyl orthoformate
149-73-5

trimethyl orthoformate

(7S,9S)-7-((2R,4S,5S,6S)-4-Amino-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-9-(1,1-dimethoxy-ethyl)-6,9,11-trihydroxy-7,8,9,10-tetrahydro-naphthacene-5,12-dione

(7S,9S)-7-((2R,4S,5S,6S)-4-Amino-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-9-(1,1-dimethoxy-ethyl)-6,9,11-trihydroxy-7,8,9,10-tetrahydro-naphthacene-5,12-dione

Conditions
ConditionsYield
With camphor-10-sulfonic acid In methanol at 20℃; for 16h; ketalization;
2-bromo<1,1,2,2-2H4>ethanol
81764-55-8

2-bromo<1,1,2,2-2H4>ethanol

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

4-demethoxy-3'-N-(2-hydroxy[2H4]ethyl)daunorubicin

4-demethoxy-3'-N-(2-hydroxy[2H4]ethyl)daunorubicin

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 36℃; for 48h;
idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

4-[18F]fluorobenzoic acid
10011-97-9

4-[18F]fluorobenzoic acid

C33H30(18)FNO10

C33H30(18)FNO10

Conditions
ConditionsYield
With diethyl cyanophosphonate; N-ethyl-N,N-diisopropylamine In acetonitrile at 110℃; for 0.166667h;
idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

[18F]-4-fluorobenzoic acid chloride
594847-99-1

[18F]-4-fluorobenzoic acid chloride

C33H30(18)FNO10

C33H30(18)FNO10

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 0.166667h;
idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

4-demethoxy-3'-N-(2-methanesulphonyl[2H4]ethyl)-4'-O-methanesulphonyl-daunorubicin
476675-75-9

4-demethoxy-3'-N-(2-methanesulphonyl[2H4]ethyl)-4'-O-methanesulphonyl-daunorubicin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: DIEA / CH2Cl2 / 48 h / 36 °C
2: pyridine / 2.5 h / 5 °C
View Scheme
idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

(1S)-cis-3-acetyl-1,2,3,4,5,12-hexahydro-5,12-dioxonaphthacene-1,3-diol
76155-93-6

(1S)-cis-3-acetyl-1,2,3,4,5,12-hexahydro-5,12-dioxonaphthacene-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: camphorsulfonic acid / methanol / 16 h / 20 °C
2.1: LiBH4 / methanol; tetrahydrofuran / 1.83 h / cooling
2.2: aq. HBr / tetrahydrofuran; acetone; methanol / 0.5 h / 20 °C
3.1: aq. HCl / 1 h / Heating
View Scheme
idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

4,5,12-trisdeoxydaunorubicin

4,5,12-trisdeoxydaunorubicin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: camphorsulfonic acid / methanol / 16 h / 20 °C
2.1: LiBH4 / methanol; tetrahydrofuran / 1.83 h / cooling
2.2: aq. HBr / tetrahydrofuran; acetone; methanol / 0.5 h / 20 °C
View Scheme
idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

(+)-4-demethoxyadriamycin hydrochloride
64363-63-9, 92691-66-2

(+)-4-demethoxyadriamycin hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: NaOH / methanol / 0.17 h / 0 - 5 °C
View Scheme
idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

4-demethoxydoxorubicin
62348-68-9, 64314-52-9, 73804-55-4

4-demethoxydoxorubicin

Conditions
ConditionsYield
With hydrogenchloride; hydrogen bromide; bromine; sodium formate In 1,4-dioxane; methanol; diethyl ether; chloroform; water; Petroleum ether
heptakis-[6-(2-aminoethylsulfanyl)-6-deoxy]-β-cyclodextrin heptahydrochloride

heptakis-[6-(2-aminoethylsulfanyl)-6-deoxy]-β-cyclodextrin heptahydrochloride

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

C26H27NO9*C56H105N7O28S7*8ClH

C26H27NO9*C56H105N7O28S7*8ClH

Conditions
ConditionsYield
at 25℃; pH=7.4; aq. phosphate buffer;
heptakis-[6-deoxy-6-(2-sulfanylethanesulfonic acid)]-β-cyclodextrin

heptakis-[6-deoxy-6-(2-sulfanylethanesulfonic acid)]-β-cyclodextrin

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

C26H27NO9*C56H91O49S14(7-)*ClH*7Na(1+)

C26H27NO9*C56H91O49S14(7-)*ClH*7Na(1+)

Conditions
ConditionsYield
In water at 25℃;
C63H91S7O42(7-)*7Na(1+)

C63H91S7O42(7-)*7Na(1+)

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

C26H27NO9*C63H91O42S7(7-)*ClH*7Na(1+)

C26H27NO9*C63H91O42S7(7-)*ClH*7Na(1+)

Conditions
ConditionsYield
In water at 25℃;
C56H98O35S7
147720-65-8

C56H98O35S7

idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

C26H27NO9*C56H98O35S7*ClH

C26H27NO9*C56H98O35S7*ClH

Conditions
ConditionsYield
In water at 25℃;
idarubicin hydrochloride
57852-57-0

idarubicin hydrochloride

6A,6B,6C,6D,6E,6F,6G-hepta(sodium 2-thioglycolate)-6A,6B,6C,6D,6E,6F,6G-heptadeoxy-β-cyclodextrin

6A,6B,6C,6D,6E,6F,6G-hepta(sodium 2-thioglycolate)-6A,6B,6C,6D,6E,6F,6G-heptadeoxy-β-cyclodextrin

C26H27NO9*C56H77O42S7(7-)*ClH*7Na(1+)

C26H27NO9*C56H77O42S7(7-)*ClH*7Na(1+)

Conditions
ConditionsYield
In water at 25℃;

Idarubicin hydrochloride Chemical Properties

IUPAC Name: (7S,9S)-9-Acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione hydrochloride
Synonyms of  4-Demethoxydaunorubicin hydro-chloride (CAS NO.57852-57-0): (1S,3S)-3-Acetyl-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-6,11-dioxo-1-naphthacenyl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside, hydrochloride ; (1S,3S)-3-Acetyl-3,5,12-trihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside hydrochloride ; (1S,3S)-3-Acetyl-3,5,12-trihydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside hydrochloride (1:1) ; (7S,9S)-9-Acetyl-7-{[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-6,9,11-trihydroxy-7,8,9,10-tetrahydrotetracen-5,12-dionhydrochlorid ; (7S,9S)-9-Acétyl-7-{[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-méthyltétrahydro-2H-pyran-2-yl]oxy}-6,9,11-trihydroxy-7,8,9,10-tétrahydrotétracène-5,12-dione chlorhydrate
Product Categories: API;Drug Analogues;Intermediates & Fine Chemicals;Pharmaceuticals
CAS NO: 57852-57-0
Molecular Formula: C26H28ClNO9
Molecular Weight: 533.95
Molecular Structure:
EINECS: 260-990-7
Mol File: 57852-57-0.mol 
H bond acceptors: 10
H bond donors: 6
Freely Rotating Bonds: 8
Polar Surface Area: 109.83 Å2
Flash Point: 392.5 °C
Enthalpy of Vaporization: 111.2 kJ/mol
Boiling Point: 725.4 °C at 760 mmHg
Vapour Pressure: 4.34E-22 mmHg at 25°C
Melting point: 183-185°C
Storage temp: 2-8°C
SMILES: Cl.O=C2c1c(O)c5c(c(O)c1C(=O)c3ccccc23)C[C@@](O)(C(=O)C)C[C@@H]5O[C@@H]4O[C@H]([C@@H](O)[C@@H](N)C4)C
InChI: InChI=1/C26H27NO9.ClH/c1-10-21(29)15(27)7-17(35-10)36-16-9-26(34,11(2)28)8-14-18(16)25(33)20-19(24(14)32)22(30)12-5-3-4-6-13(12)23(20)31;/h3-6,10,15-17,21,29,32-34H,7-9,27H2,1-2H3;1H/t10-,15-,16-,17-,21+,26-;/m0./s1
InChIKey: JVHPTYWUBOQMBP-RVFAQHLVBA
Std. InChI: InChI=1S/C26H27NO9.ClH/c1-10-21(29)15(27)7-17(35-10)36-16-9-26(34,11(2)28)8-14-18(16)25(33)20-19(24(14)32)22(30)12-5-3-4-6-13(12)23(20)31;/h3-6,10,15-17,21,29,32-34H,7-9,27H2,1-2H3;1H/t10-,15-,16-,17-,21+,26-;/m0./s1
Std. InChIKey: JVHPTYWUBOQMBP-RVFAQHLVSA-N

Idarubicin hydrochloride Uses

 4-Demethoxydaunorubicin hydro-chloride (CAS NO.57852-57-0) is orally active anthracycline , analog of Daunorubicin and Antineoplastic.

Idarubicin hydrochloride Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD intravenous > 500ug/kg (0.5mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 364, 1995.
mouse LD50 intravenous 4100ug/kg (4.1mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 364, 1995.
mouse LD50 oral 13980ug/kg (13.98mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 364, 1995.
mouse LD50 subcutaneous 4690ug/kg (4.69mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 364, 1995.
mouse LDLo intraperitoneal 700ug/kg (0.7mg/kg)   Cancer Treatment Reports. Vol. 60, Pg. 829, 1976.
rat LD50 intravenous 3080ug/kg (3.08mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 364, 1995.
rat LD50 oral 5430ug/kg (5.43mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 364, 1995.
rat LD50 subcutaneous 2930ug/kg (2.93mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 364, 1995.

Idarubicin hydrochloride Safety Profile

A poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. When heated to decomposition it emits toxic vapors of NOx, HCl, and Cl−.
Hazard Codes: VeryT+HarmfulXn
Risk Statements: 60-61-28-40
R28: Very toxic if swallowed. 
R40: Limited evidence of a carcinogenic effect. 
R60: May impair fertility. 
R61: May cause harm to the unborn child.
Safety Statements: 53-45-36-22
S22: Do not breathe dust. 
S36: Wear suitable protective clothing. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S53: Avoid exposure - obtain special instructions before use.
RIDADR: UN2811
RTECS: HB7877000

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