- Streptomycin
- Streptomycin and dihydrostreptomycin
- Streptomycin c
- Streptomycin calcium chloride
- Streptomycin sulfate
- Streptomycin sulfate (2:3) (salt)
- Streptomycin, trihydrochloride
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Cas Database |
| Name |
Streptomycin c |
EINECS | N/A |
| CAS No. | 485-19-8 | Density | 1.217g/cm3 |
| PSA | 62.16000 | LogP | 2.82460 |
| Solubility | N/A | Melting Point |
125-126ºC |
| Formula | C19H23 N O4 | Boiling Point | 504.9°Cat760mmHg |
| Molecular Weight | 329.396 | Flash Point | 259.2°C |
| Transport Information | N/A | Appearance | N/A |
| Safety | Poison by intravenous route. Moderately toxic by subcutaneous route. When heated to decomposition it emits toxic fumes of NOx. | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
7-Isoquinolinol,1,2,3,4-tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-,(S)-; Reticuline (6CI,7CI,8CI); (+)-Reticuline; L-(+)-Reticuline; Reticulin;S-(+)-Reticuline; d-Reticuline |
Article Data | 12 |
Streptomycin c Synthetic route
- 1699-46-3, 7096-86-8
reticuline
- 485-19-8
(+)-(S)-reticuline
| Conditions | Yield |
|---|---|
| With borane-ammonia complex; recombinant monoamine oxidase D11 from Aspergillus niger; oxygen In aq. phosphate buffer; dimethyl sulfoxide at 37℃; for 48h; pH=7.7; Time; Resolution of racemate; Enzymatic reaction; enantioselective reaction; | 80% |
- 916-40-5
1-(3'-benzyloxy-4'-methoxybenzyl)-7-benzyloxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline
- 485-19-8
(+)-(S)-reticuline
| Conditions | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal In methanol; acetic acid under 2585.7 Torr; for 6h; | 0.026 g |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 8 steps 1: 75 percent / KOH / H2O / 5 h / Heating 2: 93 percent / NaBH4 / ethanol / 1.) room temperature, 18 h, 2.) reflux, 1 h 3: 96 percent / PBr3 / tetrahydrofuran / 1.5 h / 0 °C 4: t-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) -100 deg C, 4 h 5: hydrazine, acetic acid / ethanol; H2O / 2 h / Ambient temperature 6: K2CO3 / acetone / 14 h / Heating 7: lithium aluminum hydride / tetrahydrofuran / Heating 8: 0.026 g / hydrogen / 10percent Pd/C / acetic acid; methanol / 6 h / 2585.7 Torr View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 9 steps 1: 73 percent / ammonium acetate / 1.5 h / Heating 2: 55 percent / lithium aluminum hydride / diethyl ether; tetrahydrofuran / 1.) reflux, 2 h, 2.) room temperature, overnight 3: formic acid / 48 h / 50 °C 4: 88 percent / ammonium sulfate / toluene / 48 h / Heating 5: t-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) -100 deg C, 4 h 6: hydrazine, acetic acid / ethanol; H2O / 2 h / Ambient temperature 7: K2CO3 / acetone / 14 h / Heating 8: lithium aluminum hydride / tetrahydrofuran / Heating 9: 0.026 g / hydrogen / 10percent Pd/C / acetic acid; methanol / 6 h / 2585.7 Torr View Scheme |
- 22231-61-4
2-[4-(benzyloxy)-3-methoxyphenyl]ethylamine
- 485-19-8
(+)-(S)-reticuline
| Conditions | Yield |
|---|---|
| Multi-step reaction with 7 steps 1: formic acid / 48 h / 50 °C 2: 88 percent / ammonium sulfate / toluene / 48 h / Heating 3: t-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) -100 deg C, 4 h 4: hydrazine, acetic acid / ethanol; H2O / 2 h / Ambient temperature 5: K2CO3 / acetone / 14 h / Heating 6: lithium aluminum hydride / tetrahydrofuran / Heating 7: 0.026 g / hydrogen / 10percent Pd/C / acetic acid; methanol / 6 h / 2585.7 Torr View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 6 steps 1: 96 percent / PBr3 / tetrahydrofuran / 1.5 h / 0 °C 2: t-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) -100 deg C, 4 h 3: hydrazine, acetic acid / ethanol; H2O / 2 h / Ambient temperature 4: K2CO3 / acetone / 14 h / Heating 5: lithium aluminum hydride / tetrahydrofuran / Heating 6: 0.026 g / hydrogen / 10percent Pd/C / acetic acid; methanol / 6 h / 2585.7 Torr View Scheme |
- 63909-38-6, 1860-56-6
3-methoxy-4-benzyloxy-ω-nitrostyrolene
- 485-19-8
(+)-(S)-reticuline
| Conditions | Yield |
|---|---|
| Multi-step reaction with 8 steps 1: 55 percent / lithium aluminum hydride / diethyl ether; tetrahydrofuran / 1.) reflux, 2 h, 2.) room temperature, overnight 2: formic acid / 48 h / 50 °C 3: 88 percent / ammonium sulfate / toluene / 48 h / Heating 4: t-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) -100 deg C, 4 h 5: hydrazine, acetic acid / ethanol; H2O / 2 h / Ambient temperature 6: K2CO3 / acetone / 14 h / Heating 7: lithium aluminum hydride / tetrahydrofuran / Heating 8: 0.026 g / hydrogen / 10percent Pd/C / acetic acid; methanol / 6 h / 2585.7 Torr View Scheme |
- 55667-12-4
4-methoxy-3-(benzyloxy)benzyl bromide
- 485-19-8
(+)-(S)-reticuline
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1: t-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) -100 deg C, 4 h 2: hydrazine, acetic acid / ethanol; H2O / 2 h / Ambient temperature 3: K2CO3 / acetone / 14 h / Heating 4: lithium aluminum hydride / tetrahydrofuran / Heating 5: 0.026 g / hydrogen / 10percent Pd/C / acetic acid; methanol / 6 h / 2585.7 Torr View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 10 steps 1: 88 percent / K2CO3 / ethanol 2: 73 percent / ammonium acetate / 1.5 h / Heating 3: 55 percent / lithium aluminum hydride / diethyl ether; tetrahydrofuran / 1.) reflux, 2 h, 2.) room temperature, overnight 4: formic acid / 48 h / 50 °C 5: 88 percent / ammonium sulfate / toluene / 48 h / Heating 6: t-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) -100 deg C, 4 h 7: hydrazine, acetic acid / ethanol; H2O / 2 h / Ambient temperature 8: K2CO3 / acetone / 14 h / Heating 9: lithium aluminum hydride / tetrahydrofuran / Heating 10: 0.026 g / hydrogen / 10percent Pd/C / acetic acid; methanol / 6 h / 2585.7 Torr View Scheme |
- 133320-18-0
(S)-valinol-tert-butyl ether formamidine of 7-benzyloxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline
- 485-19-8
(+)-(S)-reticuline
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1: t-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) -100 deg C, 4 h 2: hydrazine, acetic acid / ethanol; H2O / 2 h / Ambient temperature 3: K2CO3 / acetone / 14 h / Heating 4: lithium aluminum hydride / tetrahydrofuran / Heating 5: 0.026 g / hydrogen / 10percent Pd/C / acetic acid; methanol / 6 h / 2585.7 Torr View Scheme |
Streptomycin c Chemical Properties
IUPAC Name: 1-[(3-Hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol
Molecular Formula: C19H23NO4
Molecular Weight: 329.39022
Freely Rotating Bonds: 6
Polar Surface Area: 40.16 Å2
Index of Refraction: 1.603
Molar Refractivity: 92.98 cm3
Molar Volume: 270.4 cm3
Polarizability: 36.86× 10-24 cm3
Surface Tension: 49.7 dyne/cm
Density: 1.217 g/cm3
Flash Point: 259.2 °C
Enthalpy of Vaporization: 80.38 kJ/mol
Boiling Point: 504.9 °C at 760 mmHg
Vapour Pressure: 8.11E-11 mmHg at 25°C
The Cas Register Number of Streptomycin c is 485-19-8.The chemical synonyms of Streptomycin c (CAS NO.485-19-8) are (+)-Reticuline ; (R)-Reticuline ; (R,S)-Reticuline ; (S)-Reticuline ; 1-(3-Hydroxy-4-methoxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol ; 1,2,3,4-Tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-7-isoquinolinol ; 2-Methyl-7-hydroxy-6-methoxy-1-(3-hydroxy-4-methoxybenzyl)-1,2,3,4-tetrahydroisoquinoline and 7-isoquinolinol, 1,2,3,4-tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl- .The molecular structure of Streptomycin c (CAS NO.485-19-8) is
.
Streptomycin c Uses
Streptomycin c (CAS NO.485-19-8) is used in organic synthesis.
Streptomycin c Toxicity Data With Reference
| 1. | scu-mus LD50:865 mg/kg | 85ERAY Antibiotics: Origin, Nature, and Properties. 1 (1978),570. | ||
| 2. | ivn-mus LD50:154 mg/kg | 85ERAY Antibiotics: Origin, Nature, and Properties. 1 (1978),570. |
Streptomycin c Safety Profile
Poison by intravenous route. Moderately toxic by subcutaneous route. When heated to decomposition it emits toxic fumes of NOx.
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