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CAS No.: | 34493-98-6 |
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Name: | (2R,3R,4S,5S,6R)-4-Amino-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,6S)-3-amino-6-(aminomethyl)oxan-2-yl]oxy-2-hydroxy-cyclohexyl]oxy-6-(hydroxymethyl)oxane-3,5-diol |
Article Data: | 9 |
Molecular Structure: | |
Formula: | C18H37 N5 O8 |
Molecular Weight: | 451.52 |
Synonyms: | 3',4'-DideoxykanamycinB; DKB; Debecacin; Dibekacin; Dideoxykanamycin B |
EINECS: | 252-064-6 |
Density: | 1.46 g/cm3 |
Boiling Point: | 727.7 °C at 760 mmHg |
Flash Point: | 393.9 °C |
Appearance: | yellowish powder |
Safety: | Poison by intraperitoneal, subcutaneous, intramuscular, and intravenous routes. Moderately toxic by ingestion. Experimental teratogenic and reproductive effects. An antibacterial agent. When heated to decomposition it emits toxic fumes of NOx. |
PSA: | 253.73000 |
LogP: | -1.09840 |
3',4'-dideoxy-3',4'-didehydro kanamycin B
dibecacin
Conditions | Yield |
---|---|
With hydrogen; platinum(IV) oxide In water | 98% |
With platinum(IV) oxide; hydrogen; acetic acid In water at 20℃; for 24h; Temperature; | 96% |
penta-N-acetyldibekacin
dibecacin
Conditions | Yield |
---|---|
With hydrazine hydrate at 100℃; for 72h; | 70% |
O-3-acetamido-2,4,6-tri-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1->6)-1,3,2',6'-tetrakis-N-benzyloxycarbonylgentamine C1a
dibecacin
Conditions | Yield |
---|---|
With ammonia; sodium In tetrahydrofuran at -80℃; for 0.75h; | 1% |
dibecacin
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: Na2CO3 / H2O; dioxane 2: 80 percent aq. AcOH / 60 °C 3: 77 percent / AgClO4, sym-collidine / benzene; dioxane / 0.5 h / 24 °C 4: 1.) Dowex 1*2(OH- form); 2.) Ba(OH)2*8H2O / 1.) acetone, H2O; 2.) dioxane, H2O 5: methanol 6: H2 / 5 percent Pd/C / acetic acid / 1900 Torr 7: 70 percent / 80 percent aq. NH2NH2 / 72 h / 100 °C View Scheme |
dibecacin
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: BaO, Ba(OH)2*8H2O / dimethylformamide 2: 6 N aq. HCl, AcOH / 90 °C 3: 25 percent HBr / CHCl3 / 5 °C 4: 77 percent / AgClO4, sym-collidine / benzene; dioxane / 0.5 h / 24 °C 5: 1.) Dowex 1*2(OH- form); 2.) Ba(OH)2*8H2O / 1.) acetone, H2O; 2.) dioxane, H2O 6: methanol 7: H2 / 5 percent Pd/C / acetic acid / 1900 Torr 8: 70 percent / 80 percent aq. NH2NH2 / 72 h / 100 °C View Scheme |
{(1R,2S,3R,4R,5S)-4-[(2R,3R,6S)-6-(Acetylamino-methyl)-3-ethoxycarbonylamino-tetrahydro-pyran-2-yloxy]-5-ethoxycarbonylamino-2,3-dihydroxy-cyclohexyl}-carbamic acid ethyl ester
dibecacin
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 77 percent / AgClO4, sym-collidine / benzene; dioxane / 0.5 h / 24 °C 2: 1.) Dowex 1*2(OH- form); 2.) Ba(OH)2*8H2O / 1.) acetone, H2O; 2.) dioxane, H2O 3: methanol 4: H2 / 5 percent Pd/C / acetic acid / 1900 Torr 5: 70 percent / 80 percent aq. NH2NH2 / 72 h / 100 °C View Scheme |
dibecacin
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 80 percent aq. AcOH / 60 °C 2: 77 percent / AgClO4, sym-collidine / benzene; dioxane / 0.5 h / 24 °C 3: 1.) Dowex 1*2(OH- form); 2.) Ba(OH)2*8H2O / 1.) acetone, H2O; 2.) dioxane, H2O 4: methanol 5: H2 / 5 percent Pd/C / acetic acid / 1900 Torr 6: 70 percent / 80 percent aq. NH2NH2 / 72 h / 100 °C View Scheme |
((2R,3S,4S,5R,6R)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-bromo-tetrahydro-pyran-4-yl)-(2,4-dinitro-phenyl)-amine
dibecacin
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 77 percent / AgClO4, sym-collidine / benzene; dioxane / 0.5 h / 24 °C 2: 1.) Dowex 1*2(OH- form); 2.) Ba(OH)2*8H2O / 1.) acetone, H2O; 2.) dioxane, H2O 3: methanol 4: H2 / 5 percent Pd/C / acetic acid / 1900 Torr 5: 70 percent / 80 percent aq. NH2NH2 / 72 h / 100 °C View Scheme |
(3R,4S,5S,6R)-3,5-Bis-benzyloxy-6-benzyloxymethyl-4-(2,4-dinitro-phenylamino)-tetrahydro-pyran-2-ol
dibecacin
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 25 percent HBr / CHCl3 / 5 °C 2: 77 percent / AgClO4, sym-collidine / benzene; dioxane / 0.5 h / 24 °C 3: 1.) Dowex 1*2(OH- form); 2.) Ba(OH)2*8H2O / 1.) acetone, H2O; 2.) dioxane, H2O 4: methanol 5: H2 / 5 percent Pd/C / acetic acid / 1900 Torr 6: 70 percent / 80 percent aq. NH2NH2 / 72 h / 100 °C View Scheme |
dibecacin
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: 6 N aq. HCl, AcOH / 90 °C 2: 25 percent HBr / CHCl3 / 5 °C 3: 77 percent / AgClO4, sym-collidine / benzene; dioxane / 0.5 h / 24 °C 4: 1.) Dowex 1*2(OH- form); 2.) Ba(OH)2*8H2O / 1.) acetone, H2O; 2.) dioxane, H2O 5: methanol 6: H2 / 5 percent Pd/C / acetic acid / 1900 Torr 7: 70 percent / 80 percent aq. NH2NH2 / 72 h / 100 °C View Scheme |
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Product Name: Dibekacin (CAS NO.34493-98-6)
Molecular Formula: C18H37N5O8
Molecular Weight: 451.52g/mol
Mol File: 34493-98-6.mol
Einecs: 252-064-6
Appearance: Yellowish powder
Boiling point: 727.7 °C at 760 mmHg
Flash Point: 393.9 °C
Density: 1.46 g/cm3
Surface Tension: 84.5 dyne/cm
Enthalpy of Vaporization: 121.32 kJ/mol
Vapour Pressure: 1.9E-24 mmHg at 25°C
XLogP3-AA: -5.8
H-Bond Donor: 9
H-Bond Acceptor: 13
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intramuscular | 373mg/kg (373mg/kg) | Journal of Pharmacobio-Dynamics. Vol. 4, Pg. 356, 1981. | |
mouse | LD50 | intraperitoneal | 11960ug/kg (11.96mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 119, 1975. | |
mouse | LD50 | intravenous | 8950ug/kg (8.95mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 119, 1975. | |
mouse | LD50 | oral | 763mg/kg (763mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 119, 1975. | |
mouse | LD50 | subcutaneous | 15980ug/kg (15.98mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 119, 1975. | |
rat | LD50 | intraperitoneal | 16760ug/kg (16.76mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 119, 1975. | |
rat | LD50 | intravenous | 12510ug/kg (12.51mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 119, 1975. | |
rat | LD50 | oral | > 6950mg/kg (6950mg/kg) | Japanese Journal of Antibiotics. Vol. 26, Pg. 221, 1973. | |
rat | LD50 | subcutaneous | 23870ug/kg (23.87mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 119, 1975. |
EPA Genetic Toxicology Program.
Poison by intraperitoneal, subcutaneous, intramuscular, and intravenous routes. Moderately toxic by ingestion. Experimental teratogenic and reproductive effects. An antibacterial agent. When heated to decomposition it emits toxic fumes of NOx.
Dibekacin ,its CAS NO. is 34493-98-6,the synonyms is (2r,3r,4s,5s,6r)-4-Amino-2-[(1s,2s,3r,4s,6r)-4,6-diamino-3-[(2r,3r,6s)-3-amino-6-(aminomethyl)oxan-2-yl]oxy-2-hydroxy-cyclohexyl]oxy-6-(hydroxymethyl)oxane-3,5-diol ; 6-o-(3-Amino-3-deoxy-α-d-glucopyranosyl)-4-o-(2,6-diamino-2,3,4,6-tetradeoxy-α-d-erythro-hexopyranosyl)-2-deoxy-d-streptamine .