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Name	Norharman	EINECS	205-959-0
CAS No.	244-63-3	Density	1.301 g/cm³
PSA	28.68000	LogP	2.71610
Solubility	2693g/L(17 oC)	Melting Point	199-201 °C
Formula	C11H8 N2	Boiling Point	391.3 °C at 760 mmHg
Molecular Weight	168.198	Flash Point	182.1 °C
Transport Information	N/A	Appearance	light yellow crystalline
Safety	Poison by intravenous route. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NO_x.	Risk Codes	22
Molecular Structure		Hazard Symbols	Xn
Synonyms	2,9-Diazafluorene;2-Azacarbazole; Carbazoline; NSC 84417; Norharman; Norharmane; b-Carboline	Article Data	87

Norharman Synthetic route

: 5667-11-8
2-methyl-β-carboline-2-ium iodide

: 244-63-3
betacarboline

Conditions

Conditions	Yield
With pyridine hydrochloride for 10h; Heating;	98%

: 16502-01-5
tetrahydrobetacarboline

: 244-63-3
betacarboline

Conditions

Conditions	Yield
With palladium 10% on activated carbon In para-xylene at 145℃; for 72h;	95%
With dihydrogen peroxide; iodine In water; dimethyl sulfoxide at 5℃;	88%
Stage #1: tetrahydrobetacarboline In tetrahydrofuran at -78℃; for 2h; Stage #2: With oxygen In tetrahydrofuran at 20℃; Reagent/catalyst;	83%

: 58911-02-7
Tryptoline hydrochloride

: 244-63-3
betacarboline

Conditions

Conditions	Yield
With 5 mol% Pd/C; lithium carbonate In ethanol at 150℃; for 1h; Sealed tube; Microwave irradiation;	95%
With lithium carbonate; silver carbonate In N,N-dimethyl-formamide for 19h; Reflux;	53%

: 25797-02-8
6,7,8,9-tetrahydro-5H-pyrido[3,4-b]indole

: 244-63-3
betacarboline

Conditions

Conditions	Yield
With palladium on activated carbon In diphenylether at 210℃; for 0.66h; Inert atmosphere;	94%

: 4-[2-(2,2-Dimethyl-propionylamino)-phenyl]-3-fluoro-1-methyl-pyridinium; iodide

: 244-63-3
betacarboline

Conditions

Conditions	Yield
With pyridine hydrochloride for 10h; Heating;	92%

: 557086-56-3
4a-(4-methyl-3,5-dioxo-[1,2,4]triazolidin-1-yl)-3,4,4a,9-tetrahydro-β-carboline-2-carboxylic acid methyl ester

: 244-63-3
betacarboline

Conditions

Conditions	Yield
at 250℃;	90%

: 146141-07-3
2,2-dimethyl-N-(2-(3-fluoro-4-pyridyl)phenyl)propanamide

: 244-63-3
betacarboline

Conditions

Conditions	Yield
With pyridine hydrochloride for 0.25h;	86%

: 2‐tosyl‐2,3,4,9‐tetrahydro‐1H‐pyrido[3,4‐b]indole

: 244-63-3
betacarboline

Conditions

Conditions	Yield
Stage #1: 2‐tosyl‐2,3,4,9‐tetrahydro‐1H‐pyrido[3,4‐b]indole In tetrahydrofuran at -78℃; for 2h; Stage #2: With oxygen In tetrahydrofuran at 20℃;	86%

: 42438-90-4
3-carboxy-1,2,3,4-tetrahydro-2-carboline

: 244-63-3
betacarboline

Conditions

Conditions	Yield
With iron(III) chloride In N,N-dimethyl-formamide at 130℃; for 1h; Catalytic behavior; Mechanism; Reagent/catalyst; Solvent; Green chemistry;	83%
With copper dichloride In N,N-dimethyl-formamide at 130℃; for 1h; Reagent/catalyst;	81%
With N-chloro-succinimide; triethylamine In N,N-dimethyl-formamide at 20℃; for 0.5h;	80%

: 6052-68-2
1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid

: 244-63-3
betacarboline

Conditions

Conditions	Yield
With tetrasodium cobalt(II) 4,4',4'',4'''-tetrasulphophthalocyanine In ethanol; water; ethyl acetate at 20℃; for 24h; Irradiation; Green chemistry;	82%
With selenium(IV) oxide; acetic acid for 24h; Heating;	62%
With potassium dichromate; acetic acid In water for 1h; Heating;	55.3%

Norharman Chemical Properties

IUPAC Name: 9H-Pyrido[3,4-b]indole
Synonyms of Norharman (CAS NO.244-63-3) : .beta.-Carboline ; 9H-beta-Carbolin ; 9H-beta-Carboline ; 9H-pyrido[3,4-b]indole ; b-Carboline
InChI:InChI=1/C11H8N2/c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10/h1-7,13H
Product Categories: Miscellaneous Natural Products;Heterocycles;Mutagenesis Research Chemicals
CAS NO:244-63-3
Molecular Formula:C₁₁H₈N₂
Molecular Weight :168.1946
Molecular Structure :
EINECS: 205-959-0
Index of Refraction: 1.784
Surface Tension: 66.2 dyne/cm
Density: 1.301 g/cm³
Flash Point: 182.1 °C
Enthalpy of Vaporization: 61.58 kJ/mol
Boiling Point: 391.3 °C at 760 mmHg
Vapour Pressure: 5.62E-06 mmHg at 25°C
Melting Point: 199-201 °C
Storage temp: 2-8°C
Appearance: Norharman (CAS NO.244-63-3) is off-white solid .

Norharman Uses

Norharman (CAS NO.244-63-3) has cytotoxic effects.

Norharman Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	100mg/kg (100mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02316,

Norharman Safety Profile

Poison by intravenous route. Experimental reproductive effects. Human mutation data reported. When Norharman (CAS NO.244-63-3) is heated to decomposition, it emits toxic fumes of NO_x.

Hazard Codes Harmful Xn
Risk Statements 22
R22:Harmful if swallowed.
Safety Statements 36/37/39-26-22
S22:Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany 3
RTECS UU9350000

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