Norharmane

Modify Date: 2025-08-21 23:02:36

Norharmane structure	Common Name	Norharmane
	CAS Number	244-63-3	Molecular Weight	168.195
	Density	1.3±0.1 g/cm3	Boiling Point	391.3±15.0 °C at 760 mmHg
	Molecular Formula	C₁₁H₈N₂	Melting Point	219-221 ºC
	MSDS	Chinese USA	Flash Point	182.1±11.7 °C

Use of Norharmane

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
Synonym	More Synonyms

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
InChIKey	AIFRHYZBTHREPW-UHFFFAOYSA-N
SMILES	c1ccc2c(c1)[nH]c1cnccc12
Storage condition	2-8°C

Norharmane MSDS(Chinese)

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
CAS#:42438-90-4 TNCA CAS#:16502-01-5 Tryptoline CAS#:84518-77-4 1,2,3,4-Tetrahy... CAS#:4894-26-2 3H-PYRIDO(3,4-B...
CAS#:6052-68-2 Lycoperodine 1 CAS#:4282-49-9 4-(2-nitropheny... CAS#:557086-56-3 methyl 4a-(4-me... CAS#:54-12-6 DL-Tryptophan
DownStream 10
CAS#:22946-01-6 2-pyrido[3,4-b]... CAS#:486-84-0 Harmane CAS#:30684-41-4 1-AMINO-9H-PYRI... CAS#:361202-25-7 6-chloro-8-amin...
CAS#:17337-22-3 1-(Hydroxymethy... CAS#:20127-63-3 1-Formyl-beta-c... CAS#:219959-85-0 9-(4Nitrophenyl... CAS#:114719-57-2 Fascaplysin (ch...
CAS#:2521-07-5 9-Methyl-9H-bet... CAS#:752213-27-7 9-Methyl-9H-Pyr...

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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The use of natural product scaffolds as leads in the search for trypanothione reductase inhibitors

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Twenty-three heterocyclic compounds were evaluated for their potential as trypanothione reductase inhibitors. As a result, the harmaline, 10-thiaisoalloxazine, and aspidospermine frameworks were ident...

Molecular insights into human monoamine oxidase (MAO) inhibition by 1,4-naphthoquinone: Evidences for menadione (vitamin K3) acting as a competitive and reversible inhibitor of MAO

Bioorg. Med. Chem. 19 , 7416-24, (2011)

Monoamine oxidase (MAO) catalyzes the oxidative deamination of biogenic and exogenous amines and its inhibitors have therapeutic value for several conditions including affective disorders, stroke, neu...

Pyridoindole

CARBAZOLINE

b-carboline

β-carboline

MFCD00004956

betacarboline

Norharmane

9H-Pyrido[3,4-b]indole

EINECS 205-959-0

Nor Harmane

norhaman

Norharman

beta-carboline

9H-β-Carboline

2-Azacarbazole

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Shanghai Nianxing Industrial Co., Ltd
China
Product Name: Norharmane
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Purity: 99.0%
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Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: Norharmane
Price: ￥868.0/25mg ￥408.0/100mg ￥1058.0/500mg
Purity: 98.0%
Delivery: 1 Day
Contact: Liu jia
Email: 2130147988@qq.com

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Norharmane

Use of Norharmane

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Norharmane Biological Activity

Chemical & Physical Properties

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

Safety Information

Synthetic Route

Precursor & DownStream

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