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244-63-3

244-63-3 structure

244-63-3 structure

Name: Norharmane
Chemical Name: β-carboline
CAS Number: 244-63-3
Molecular Formula: C₁₁H₈N₂
Molecular Weight: 168.195
Catalog: Biochemical Chinese herbal medicine ingredients
Create Date: 2018-07-13 09:53:14
Modify Date: 2026-07-20 07:03:05
Norharmane (Norharman), isolated from coffee, is a potent and selective monoamine oxidase A (MAO-A) inhibitor with a Ki of 3.34 μM[1].

Name	β-carboline
Synonyms	β-cboline 9H-β-Cboline Pyridoindole 9H-Pyrido[3,4-b]indole> MFCD00004956 EINECS 205-959-0 2-Azacarbazole Norhman, free base beta-Cboline Norhman norhaman Norharman CBAZOLINE NORHMANE FREE BASE 9H-PYRIDO[3,4-B]INDOLE //BP 9H-Pyrido[3,4-b]indole , Norhmane CARBAZOLINE Norhman b-carboline 9H-BETA-CBOLINE PYRIDO(3,4-B)INDOLE betacarboline 9H-Pyrido[3,4-b]indole Norhmane, 10 mM in DMSO NORHMANE B-CBOLINE 9H-pyridine [3,4-b] indole Nor Harmane 2,9-DIAZAFLUORENE 9H-BETA-CA beta-carboline BETA-CBOLINE 9H-β-Carboline 9H-PYRIDO[3,4-B]INDOLE 2-azacbazole

Description	Norharmane (Norharman), isolated from coffee, is a potent and selective monoamine oxidase A (MAO-A) inhibitor with a Ki of 3.34 μM[1].
Related Catalog	Signaling Pathways >> Neuronal Signaling >> Monoamine Oxidase Research Areas >> Neurological Disease
Target	MAO-A:3.34 μM (Ki) Human Endogenous Metabolite
References	[1]. Herraiz T, et al. Human monoamine oxidase enzyme inhibition by coffee and beta-carbolines norharman and harman isolated from coffee. Life Sci. 2006 Jan 18;78(8):795-802. [2]. Lee HW, et al. Potent Selective Inhibition of Monoamine Oxidase A by Alternariol Monomethyl Ether Isolated from Alternaria brassicae. J Microbiol Biotechnol. 2017 Feb 28;27(2):316-320.

Density	1.3±0.1 g/cm3
Boiling Point	391.3±15.0 °C at 760 mmHg
Melting Point	219-221 ºC
Molecular Formula	C₁₁H₈N₂
Molecular Weight	168.195
Flash Point	182.1±11.7 °C
Exact Mass	168.068741
PSA	28.68000
LogP	2.80
Vapour Pressure	0.0±0.9 mmHg at 25°C
Index of Refraction	1.785
Storage condition	2-8°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UU9350000

CHEMICAL NAME :: 9H-Pyrido(3,4-b)indole

CAS REGISTRY NUMBER :: 244-63-3

BEILSTEIN REFERENCE NO. :: 0128414

LAST UPDATED :: 199803

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C11-H8-N2

MOLECULAR WEIGHT :: 168.21

WISWESSER LINE NOTATION :: T B656 EN HMJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 100 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2520 mg/kg/28D-C

TOXIC EFFECTS :: Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Kidney, Ureter, Bladder - changes in bladder weight Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 2520 mg/kg

SEX/DURATION :: male 28 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - testes, epididymis, sperm duct

TYPE OF TEST :: DNA adduct

MUTATION DATA

TYPE OF TEST :: Mutation in mammalian somatic cells

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 150 mg/L

REFERENCE :: CALEDQ Cancer Letters (Shannon, Ireland). (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1975- Volume(issue)/page/year: 17,249,1983

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes	Xn: Harmful;
Risk Phrases	R22
Safety Phrases	S36/37/39-S26-S22
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	UU9350000
HS Code	2933990090

Precursor 8
42438-90-4 16502-01-5 84518-77-4 4894-26-2
6052-68-2 4282-49-9 557086-56-3 54-12-6
DownStream 10
22946-01-6 486-84-0 30684-41-4 361202-25-7
17337-22-3 20127-63-3 219959-85-0 114719-57-2
2521-07-5 752213-27-7

HS Code	2933990090
Summary	2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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