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| CAS No.: | 5578-73-4 |
|---|---|
| Name: | SANGUINARINE CHLORIDE |
| Article Data: | 12 |
| Molecular Structure: | |
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| Formula: | C20H14 N O4 . Cl |
| Molecular Weight: | 367.788 |
| Synonyms: | Sanguinarine,chloride (6CI,8CI); [1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium,13-methyl-, chloride (9CI);13-Methyl[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium chloride;Sanguinarine hydrochloride; Sanguinarium chloride |
| Density: | g/cm3 |
| Melting Point: | 281-285°C |
| Boiling Point: | °Cat760mmHg |
| Flash Point: | °C |
| Hazard Symbols: | Moderately toxic by ingestion. |
| Risk Codes: | 22 |
| Safety: | A poison by intraperitoneal, intravenous, and subcutaneous routes. Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NOx, HCl, and Cl−. |
| PSA: | 40.80000 |
| LogP: | 0.43210 |
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| Conditions | Yield |
|---|---|
| Stage #1: oxysanguinarine With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 0.333333h; Inert atmosphere; Stage #2: With hydrogenchloride In water at 20℃; | 98% |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; sodium hydroxide; jones reagent In acetone at 0℃; for 0.5h; | 85.4% |
| With sodium hydroxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene | |
| With sodium hydroxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone In water; benzene for 1h; Ambient temperature; | 2.1 g |
| Stage #1: dihydrosanguinarine With 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium hydroxide In toluene at 20℃; for 2h; Stage #2: With hydrogenchloride | |
| Stage #1: dihydrosanguinarine With 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium hydroxide In water; toluene at 20℃; for 1h; Stage #2: With hydrogenchloride In chloroform; water at 0℃; |
- 22855-18-1, 107651-16-1
C20H17NO4
- 5578-73-4
sanguinarine chloride
| Conditions | Yield |
|---|---|
| With hydrogenchloride; palladium on activated charcoal; maleic acid In water; acetic acid | 47% |
| Conditions | Yield |
|---|---|
| (methylation); | |
| Multi-step reaction with 2 steps 1.1: sodium tetrahydroborate / 40 °C 2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium hydroxide / toluene; water / 1 h / 20 °C 2.2: 0 °C View Scheme |
- 5578-73-4
sanguinarine chloride
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water Heating; |
- 5578-73-4
sanguinarine chloride
| Conditions | Yield |
|---|---|
| With iron(III) chloride |
- 5578-73-4
sanguinarine chloride
| Conditions | Yield |
|---|---|
| With mercury(II) diacetate |
- 5578-73-4
sanguinarine chloride
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: 9.8 g / pyridine / 6 h / Ambient temperature 2: HgO / acetic acid / 4 h / Heating 3: 2.1 g / 2,3-dichloro-5,6-dicyano-p-benzoquinone, 5percent NaOH / benzene; H2O / 1 h / Ambient temperature View Scheme |
- 5578-73-4
sanguinarine chloride
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: HgO / acetic acid / 4 h / Heating 2: 2.1 g / 2,3-dichloro-5,6-dicyano-p-benzoquinone, 5percent NaOH / benzene; H2O / 1 h / Ambient temperature View Scheme |
- 22855-17-0
13-methyl-6,7,13,14-tetrahydro-[1,3]dioxolo[4,5-i][1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridine
- 5578-73-4
sanguinarine chloride
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: Pd-C 2: DDQ, aq. NaOH / benzene View Scheme |
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Chemistry
Synonyms: 13-Methyl[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium Chloride ; Pseudochelerythrine chloride ; Sanguinarine chloride ; Sanguinarine chloride hydrate ; Sanguinarine chloride ; Sanguinarine, chloride ; Sanguinarium chloride ; Sanguinarium chloride
The Molecular Formula of Sanguinarine chloride (CAS NO.5578-73-4):C20H14ClNO4
The Molecular Weight of Sanguinarine chloride (CAS NO.5578-73-4):367.782460 g/mol
The Molecular Structure of Sanguinarine chloride (CAS NO.5578-73-4):
Melting Point:281-285°C
Solubility: methanol, 20 mg/mL, clear, orange
Polar Surface Area: 40.8 Å2
Uses
Sanguinarine chloride ,whose Cas Register Number is 5578-73-4,can be used as cardiotonic agent.
Toxicity Data With Reference
| 1. | orl-rat LD50:1658 mg/kg | JTEHD6 Journal of Toxicology and Environmental Health. 20 (1987),199. | ||
| 2. | ipr-rat LDLo:20 mg/kg | NATUAS Nature. 162 (1948),265. | ||
| 3. | ivn-rat LD50:29 mg/kg | JTEHD6 Journal of Toxicology and Environmental Health. 20 (1987),199. | ||
| 4. | scu-mus LD50:102 mg/kg | PLMEAA Planta Medica. 43 (1981),161. | ||
| 5. | ivn-mus LD50:15900 µg/kg | PLMEAA Planta Medica. 43 (1981),161. |
Safety Profile
A poison by intraperitoneal, intravenous, and subcutaneous routes. Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NOx, HCl, and Cl−.
Hazard Codes:
Xn
Risk Statements: 22
R22:Harmful if swallowed.
Safety Statements: 36
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: VP5220000
F: 10