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| CAS No.: | 244-63-3 |
|---|---|
| Name: | 9H-Pyrido[3,4-b]indole |
| Molecular Structure: | |
|
|
|
| Formula: | C11H8 N2 |
| Molecular Weight: | 168.198 |
| Synonyms: | 2,9-Diazafluorene;2-Azacarbazole; Carbazoline; NSC 84417; Norharman; Norharmane; b-Carboline |
| EINECS: | 205-959-0 |
| Density: | 1.301 g/cm3 |
| Melting Point: | 199-201 °C |
| Boiling Point: | 391.3 °C at 760 mmHg |
| Flash Point: | 182.1 °C |
| Solubility: | 2693g/L(17 oC) |
| Appearance: | light yellow crystalline |
| Hazard Symbols: |
Xn
|
| Risk Codes: | 22 |
| Safety: | Poison by intravenous route. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx. |
| PSA: | 28.68000 |
| LogP: | 2.71610 |

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

tetrahydrobetacarboline


betacarboline

| 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% |

Tryptoline hydrochloride


betacarboline

| 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% |

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


betacarboline

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


betacarboline

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

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


betacarboline

| Conditions | Yield |
|---|---|
| at 250℃; | 90% |

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


betacarboline

| Conditions | Yield |
|---|---|
| With pyridine hydrochloride for 0.25h; | 86% |


betacarboline

| 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% |

3-carboxy-1,2,3,4-tetrahydro-2-carboline


betacarboline

| 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% |

| 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% |
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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 (CAS NO.244-63-3) has cytotoxic effects.
| 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, |
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 NOx.
Hazard Codes
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