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Name	Hycanthone	EINECS	N/A
CAS No.	3105-97-3	Density	1.25g/cm³
PSA	80.81000	LogP	3.73370
Solubility	N/A	Melting Point	100.6-102.8°
Formula	C20H24 N2 O2 S	Boiling Point	570.5°Cat760mmHg
Molecular Weight	356.489	Flash Point	298.9°C
Transport Information	N/A	Appearance	N/A
Safety	Poison by subcutaneous, intravenous, and intramuscular routes. Moderately toxic by ingestion. Experimental teratogenic effects. Human mutation data reported. Questionable carcinogen with experimental carcinogenic data. When heated to decomposition it emits very toxic fumes of NO_x and SO_x.	Risk Codes	45-46-20/21/22
Molecular Structure		Hazard Symbols
Synonyms	Thioxanthen-9-one,1-[[2-(diethylamino)ethyl]amino]-4-(hydroxymethyl)- (7CI,8CI); 1-[[2-(Diethylamino)ethyl]amino]-4-(hydroxymethyl)-9H-thioxanthen-9-one;1-[[2-(Diethylamino)ethyl]amino]-4-(hydroxymethyl)thioxanthen-9-one; Hycanthon;Hycanthone; NCI 142982; NSC 134434; NSC 142982; Win 24933	Article Data	1

Hycanthone Synthetic route

: 3105-97-3
hycanthone

: 103-71-9
phenyl isocyanate

: 3612-74-6
hycanthone N-phenylcarbamate

Conditions

Conditions	Yield
In dichloromethane	100%

: 3105-97-3
hycanthone

: 108-24-7
acetic anhydride

: 3612-72-4
4-acetoxymethyl-1-(2-diethylamino-ethylamino)-thioxanthen-9-one

Conditions

Conditions	Yield
With pyridine	63%

: 60-35-5
acetamide

: 3105-97-3
hycanthone

: N-[1-(2-diethylamino-ethylamino)-9-oxo-9H-thioxanthen-4-ylmethyl]acetamide

Conditions

Conditions	Yield
With sulfuric acid In acetic acid at 140℃; for 0.166667h;	43%

: 3105-97-3
hycanthone

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 146537-03-3
N-[[1-[[2-(diethylamino)ethyl]amino]-9-oxothioxanthen-4-yl]methyl]formamide

Conditions

Conditions	Yield
With sulfuric acid In acetic acid at 140℃; for 0.166667h;	43%

: 3105-97-3
hycanthone

: 79-22-1
methyl chloroformate

: 111324-59-5
hycanthone methyl carbonate

Conditions

Conditions	Yield
With pyridine In dichloromethane	19%

: 110-78-1
Propyl isocyanate

: 3105-97-3
hycanthone

: 111324-57-3
hycanthone N-propylcarbamate

Conditions

Conditions	Yield
In dichloromethane

: 3105-97-3
hycanthone

: 111-36-4
n-butyl isocyanide

: 111324-58-4
hycanthone N-butylcarbamate

Conditions

Conditions	Yield
In dichloromethane

: 3105-97-3
hycanthone

: 98-59-9
p-toluenesulfonyl chloride

: Toluene-4-sulfonic acid 1-(2-diethylamino-ethylamino)-9-oxo-9H-thioxanthen-4-ylmethyl ester

Conditions

Conditions	Yield
With pyridine for 1.5h; Ambient temperature;

: 3105-97-3
hycanthone

HO-(2,6-naphthylidene)-C(NH)NHC(O)OCH2-(p-C6H4)-OCH2C(O)NHCH2-(polystyrene resin): HO-(2,6-naphthylidene)-C(NH)NHC(O)OCH2-(p-C6H4)-OCH2C(O)NHCH2-(polystyrene resin)

: 6-[1-(2-diethylamino-ethylamino)-9-oxo-9H-thioxanthen-4-ylmethoxy]-naphthalene-2-carboxamidine

Conditions

Conditions	Yield
Stage #1: hycanthone; HO-(2,6-naphthylidene)-C(NH)NHC(O)OCH2-(p-C6H4)-OCH2C(O)NHCH2-(polystyrene resin) With tributylphosphine; diamide; triethylamine In tetrahydrofuran; dichloromethane for 15h; Solid phase reaction; Stage #2: With trifluoroacetic acid In dichloromethane; water for 4h; Solid phase reaction;

: 3105-97-3
hycanthone

: 2-[1-(2-Diethylamino-ethylamino)-9-oxo-9H-thioxanthen-4-ylmethyl]-1,1-dioxo-1,2-dihydro-1λ6-benzo[d]isothiazol-3-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine / 1.5 h / Ambient temperature 2: 80 percent / tetra-n-butylammonium bromide / dimethylformamide / 2 h / 100 °C View Scheme

Hycanthone Chemical Properties

The IUPAC name of Hycanthone (CAS NO.3105-97-3):
1-(2-Diethylaminoethylamino)-4-(hydroxymethyl)thioxanthen-9-one
Synonyms: 1-((2-(Diethylamino)ethyl)amino)-4-(hydroxymethyl)-9H-thioxanthen-9-one ; 1-((2-(Diethylamino)ethyl)amino)-4-(hydroxymethyl)thioxanthen-9-one ; 5-18-12-00070 (Beilstein Handbook Reference) ; 9H-Thioxanthen-9-one, 1-((2-(diethylamino)ethyl)amino)-4-(hydroxymethyl)- ; BRN 1402722 ; CCRIS 957 ; Hicantona ; Hicantona [INN-Spanish] ; Hycanthon ; Hycanthone ; Hycanthonum ; Hycanthonum [INN-Latin] ; Lucanthone metabolite ; NSC 134434 ; NSC 142982 ; WIN 24933
CAS: 3105-97-3
EINECS: 221-463-7
Molecular Formula: C₂₀H₂₄N₂O₂S
Formula Weight: 356.48 g/mol
Molecular Structure:

Index of Refraction: 1.658
Density: 1.25 g/cm³
Flash Point: 298.9 °C
Boiling Point: 570.5 °C at 760 mmHg
General Description: Odorless canary yellow to yellow-orange crystalline powder. Bitter taste.
Air & Water Reactions: 1-[(2-[DIETHYLAMINO]ETHYL)AMINO]-4-[HYDROXYMETHYL]-9H-THIOXANTHEN-9-ONE may be sensitive to prolonged exposure to air and light. Highly soluble in water.

Hycanthone Toxicity Data With Reference

The toxicity of Hycanthone (CAS NO.3105-97-3):

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LD₅₀	intramuscular	253mg/kg (253mg/kg)	Journal of Pharmacology and Experimental Therapeutics. Vol. 200, Pg. 1, 1977.
mouse	LD₅₀	intravenous	70mg/kg (70mg/kg)	Egyptian Journal of Bilharziasis. Vol. 1, Pg. 181, 1974.
mouse	LD₅₀	oral	1120mg/kg (1120mg/kg)	Egyptian Journal of Bilharziasis. Vol. 1, Pg. 181, 1974.
mouse	LD₅₀	subcutaneous	270mg/kg (270mg/kg)	Egyptian Journal of Bilharziasis. Vol. 1, Pg. 181, 1974.
rat	LD₅₀	intravenous	75mg/kg (75mg/kg)	Egyptian Journal of Bilharziasis. Vol. 1, Pg. 181, 1974.
rat	LD₅₀	oral	980mg/kg (980mg/kg)	Egyptian Journal of Bilharziasis. Vol. 1, Pg. 181, 1974.
rat	LD₅₀	subcutaneous	286mg/kg (286mg/kg)	Egyptian Journal of Bilharziasis. Vol. 1, Pg. 181, 1974.

Hycanthone Consensus Reports

EPA Genetic Toxicology Program.

Hycanthone Safety Profile

The Hazard Codes of Hycanthone (CAS NO.3105-97-3): Toxic T
Risk Statements: R45:May cause cancer. R46:May cause heritable genetic damage. R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: S53:Avoid exposure - obtain special instructions before use. S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
WGK Germany: 3
RTECS: XO1590000
Poison by subcutaneous, intravenous, and intramuscular routes. Moderately toxic by ingestion. Experimental teratogenic effects. Human mutation data reported. Questionable carcinogen with experimental carcinogenic data. When heated to decomposition it emits very toxic fumes of NO_x and SO_x.

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