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CAS No.: | 23541-50-6 |
---|---|
Name: | Daunorubicin hydrochloride |
Article Data: | 6 |
Molecular Structure: | |
Formula: | C27H29NO10.HCl |
Molecular Weight: | 563.989 |
Synonyms: | 5,12-Naphthacenedione,8-acetyl-10-[(3-amino-2,3,6-trideoxy-a-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-,hydrochloride, (8S,10S)- (9CI);Cerubidine;Daunoblastin;Daunomycin chlorohydrate;NDC0082-4155;Ondena;RP 13057 hydrochloride;Rubidomycin hydrochloride; |
EINECS: | 245-723-4 |
Density: | 1.554 g/cm3 |
Melting Point: | 190°C (dec) |
Boiling Point: | 770 °C at 760 mmHg |
Flash Point: | 419.5 °C |
Appearance: | dark red crystals |
Hazard Symbols: | Xn,Xi |
Risk Codes: | 22-40-42/43-36/37/38-20/21/22 |
Safety: | 22-36/37-45-37/39-36-26 |
Transport Information: | UN 2811 6.1/PG 3 |
PSA: | 185.84000 |
LogP: | 2.53120 |
Benzoic acid [1-[(2S,4S)-4-((2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-yl]-eth-(E)-ylidene]-hydrazide; hydrochloride
A
daunomycin hydrochloride
B
benzoic acid hydrazide
Conditions | Yield |
---|---|
With water at 37℃; Rate constant; also half-conversion period, pH 5.58, 0.01 M phosphate buffer; |
Nicotinic acid [1-[(2S,4S)-4-((2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-yl]-eth-(E)-ylidene]-hydrazide; hydrochloride
A
Nicotinic acid hydrazide
B
daunomycin hydrochloride
Conditions | Yield |
---|---|
With water at 37℃; Rate constant; also half-conversion period, pH 5.58, pH 6.80, pH 7.35, 0.01 M phosphate buffer; |
Isonicotinic acid [1-[(2S,4S)-4-((2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-yl]-eth-(E)-ylidene]-hydrazide; hydrochloride
A
isoniazid
B
daunomycin hydrochloride
Conditions | Yield |
---|---|
With water at 37℃; Rate constant; also half-conversion period, pH 5.58, pH 6.80, pH 7.35, 0.01 M phosphate buffer; |
4-Amino-benzoic acid [1-[(2S,4S)-4-((2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-yl]-eth-(E)-ylidene]-hydrazide; hydrochloride
A
daunomycin hydrochloride
B
4-aminobenzohydrazide
Conditions | Yield |
---|---|
With water at 37℃; Rate constant; also half-conversion period, pH 5.58, 0.01 M phosphate buffer; |
4-Hydroxy-benzoic acid [1-[(2S,4S)-4-((2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-yl]-eth-(E)-ylidene]-hydrazide; hydrochloride
A
daunomycin hydrochloride
B
4-hydroxybenzoic acid hydrazide
Conditions | Yield |
---|---|
With water at 37℃; Rate constant; also half-conversion period, pH 5.58, 0.01 M phosphate buffer; |
3-[1-[(2S,4S)-4-((2R,4S,5S,6S)-4-Amino-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-yl]-eth-(E)-ylidene-hydrazinocarbonyl]-benzoic acid ethyl ester; hydrochloride
A
daunomycin hydrochloride
B
ethyl m-hydrazinecarbonyl benzoate
Conditions | Yield |
---|---|
With water at 37℃; Rate constant; also half-conversion period, pH 5.58, 0.01 M phosphate buffer; |
4-[1-[(2S,4S)-4-((2R,4S,5S,6S)-4-Amino-5-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-2-yl]-eth-(E)-ylidene-hydrazinocarbonyl]-benzoic acid ethyl ester; hydrochloride
A
4-hydrazinocarbonyl-benzoic acid ethyl ester
B
daunomycin hydrochloride
Conditions | Yield |
---|---|
With water at 37℃; Rate constant; also half-conversion period, pH 5.58, 0.01 M phosphate buffer; |
daunoform
daunomycin hydrochloride
Conditions | Yield |
---|---|
Stage #1: daunoform In dimethylsulfoxide-d6; water-d2 for 24h; Stage #2: With hydrogenchloride In dimethylsulfoxide-d6; water-d2 |
daunomycin hydrochloride
trifluoroacetic anhydride
3'-N,4'-O-di-trifluoroacetyldaunomycin
Conditions | Yield |
---|---|
In dichloromethane at -2 - 2℃; for 1h; Inert atmosphere; | 100% |
In dichloromethane at -2 - 2℃; for 1h; Inert atmosphere; | 100% |
In dichloromethane at 0℃; for 1.5h; |
daunomycin hydrochloride
Conditions | Yield |
---|---|
In aq. acetate buffer at 20℃; for 24h; pH=5.2; | 100% |
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1. | mmo-sat 83 ng/plate | CNREA8 Cancer Research. 38 (1978),2148. | ||
2. | mmo-asn 250 mg/L | MUREAV Mutation Research. 97 (1982),293. | ||
3. | orl-rat LD50:290 mg/kg | NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),437. | ||
4. | ipr-rat LD50:14,300 µg/kg | NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),437. | ||
5. | scu-rat LD50:33,200 µg/kg | NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),437. | ||
6. | ivn-rat LD50:14,300 µg/kg | NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),437. | ||
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Hazard Codes: Xn,Xi
Risk Statements: 22-40-42/43-36/37/38-20/21/22
Safety Statements: 22-36/37-45-37/39-36-26
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: HB7878000
F: 3-10
HazardClass: 6.1(b)
PackingGroup: III
Poison by ingestion, intraperitoneal, subcutaneous, and intravenous routes. Mutation data reported. An antineoplastic agent. When heated to decomposition it emits very toxic fumes of NOx and HCl.