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Cas Database

Name	Sanguinarine chloride	EINECS	N/A
CAS No.	5578-73-4	Density	g/cm³
PSA	40.80000	LogP	0.43210
Solubility	N/A	Melting Point	281-285°C
Formula	C20H14 N O4 . Cl	Boiling Point	°Cat760mmHg
Molecular Weight	367.788	Flash Point	°C
Transport Information	N/A	Appearance	N/A
Safety	A poison by intraperitoneal, intravenous, and subcutaneous routes. Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NO_x, HCl, and Cl⁻.	Risk Codes	22
Molecular Structure		Hazard Symbols	Moderately toxic by ingestion.
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	Article Data	12

Sanguinarine chloride Synthetic route

: 548-30-1
oxysanguinarine

: 5578-73-4
sanguinarine chloride

Conditions

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%

: 3606-45-9
dihydrosanguinarine

: 5578-73-4
sanguinarine chloride

Conditions

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

Conditions	Yield
With hydrogenchloride; palladium on activated charcoal; maleic acid In water; acetic acid	47%

: 522-30-5
norsanguinarine

: 5578-73-4
sanguinarine chloride

Conditions

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

: sanguinarine hydrosulfate

: 5578-73-4
sanguinarine chloride

Conditions

Conditions	Yield
With hydrogenchloride In water Heating;

dihydrosanguinarine: dihydrosanguinarine

: 5578-73-4
sanguinarine chloride

Conditions

Conditions	Yield
With iron(III) chloride

O-acetyl-chelidonine: O-acetyl-chelidonine

: 5578-73-4
sanguinarine chloride

Conditions

Conditions	Yield
With mercury(II) diacetate

: (+)-chelidonine

: 5578-73-4
sanguinarine chloride

Conditions

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

: (+)-chelidonine acetate

: 5578-73-4
sanguinarine chloride

Conditions

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

Conditions	Yield
Multi-step reaction with 2 steps 1: Pd-C 2: DDQ, aq. NaOH / benzene View Scheme

Sanguinarine chloride Chemical Properties

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

Sanguinarine chloride Uses

Sanguinarine chloride ,whose Cas Register Number is 5578-73-4,can be used as cardiotonic agent.

Sanguinarine chloride 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.

Sanguinarine chloride Safety Profile

A poison by intraperitoneal, intravenous, and subcutaneous routes. Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NO_x, HCl, and Cl⁻.
Hazard Codes: Harmful Xn
Risk Statements: 22
R22:Harmful if swallowed.
Safety Statements: 36
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: VP5220000
F: 10

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