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24385-10-2

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Basic Information
CAS No.: 24385-10-2
Name: ADRIAMYCINONE
Article Data: 11
Molecular Structure:
Molecular Structure of 24385-10-2 (ADRIAMYCINONE)
Formula: C21H18 O9
Molecular Weight: 414.369
Synonyms: 5,12-Naphthacenedione,7,8,9,10-tetrahydro-6,8,10,11-tetrahydroxy-8-(hydroxyacetyl)-1-methoxy-,(8S,10S)- (9CI); 5,12-Naphthacenedione,7,8,9,10-tetrahydro-6,8,10,11-tetrahydroxy-8-(hydroxyacetyl)-1-methoxy-,(8S-cis)-; 5,12-Naphthacenedione,8-glycoloyl-7,8,9,10-tetrahydro-6,8,10,11-tetrahydroxy-1-methoxy-, (8S,10S)-(8CI); Adriamycin aglycone; Adriamycinone; Doxorubicin aglycone;Doxorubicinone; Epirubicin aglycone
Density: 1.671g/cm3
Melting Point: 223-225oC
Boiling Point: 726.6°C at 760 mmHg
Flash Point: 260.4°C
PSA: 161.59000
LogP: 0.15390
Related products
Synthetic route
29742-69-6

daunomycinone-14-bromide

24385-10-2

adriamycinone

Conditions
ConditionsYield
With silver tetrafluoroborate In dimethyl sulfoxide at 20℃;95%

fac-triaquatricarbonyltechnetium-99m(1+)

C43H46N4O12

A

24385-10-2

adriamycinone

C46H46N4O15(99)Tc(1+)

C25H30N4O7(99)Tc(1+)

Conditions
ConditionsYield
In water Heating;A n/a
B 90%
C n/a
...Expand
25316-40-9

doxorubicin hydrochloride

24385-10-2

adriamycinone

Conditions
ConditionsYield
With hydrogenchloride at 90℃; for 1h;85%
With hydrogenchloride In methanol; water at 80℃; for 1.5h;67%
With hydrogenchloride In water at 20℃; for 1 - 22h; Product distribution / selectivity;0.21%

2NH4(1+)*ReBr3(CO)3(2-)=(NH4)2(ReBr3(CO)3)

C43H46N4O12

A

24385-10-2

adriamycinone

C46H46N4O15Re(1+)

C26H32N4O7Re(1+)

Conditions
ConditionsYield
In methanol at 60℃;A n/a
B 63%
C n/a
...Expand
23214-92-8

doxorubicin

24385-10-2

adriamycinone

Conditions
ConditionsYield
Acid hydrolysis;
With hydrogenchloride In water at 90℃;
21794-55-8

(+)-Daunomycinone

24385-10-2

adriamycinone

Conditions
ConditionsYield
With sodium hydroxide; bromine In aq acetone; chloroform9.0 mg (87%)

2NH4(1+)*ReBr3(CO)3(2-)=(NH4)2(ReBr3(CO)3)

C43H46N4O12

A

24385-10-2

adriamycinone

C46H46N4O15Re(1+)

C25H30N4O7Re(1+)

Conditions
ConditionsYield
In water pH=7; pH-value; Heating;
...Expand
24385-10-2

adriamycinone

14470-28-1

mono-4-methoxytrityl chloride

59326-04-4

14-O-(p-anisyldiphenylmethyl)adriamycinone

Conditions
ConditionsYield
In pyridine at 0℃; for 168h;84%
24385-10-2

adriamycinone

C21H16O8

Conditions
ConditionsYield
With sodium hydroxide; air 1.) H2O, room temp., 30 min; Multistep reaction;
24385-10-2

adriamycinone

C55H83NO17Si3

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1H-imidazole / N,N-dimethyl-formamide
2: (triphenylphosphine)gold(I) chloride; silver(I) triflimide / dichloromethane / 0.5 h / 20 °C / Molecular sieve
View Scheme
Raw Materials
25316-40-9
23214-92-8
21794-55-8
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