ChemicalBook > CAS DataBase List > 9H-PYRIDO[3,4-B]INDOLE

9H-PYRIDO[3,4-B]INDOLE

Product Name
9H-PYRIDO[3,4-B]INDOLE
CAS No.
244-63-3
Chemical Name
9H-PYRIDO[3,4-B]INDOLE
Synonyms
NORHARMAN;NORHARMANE;β-carboline;BETA-CARBOLINE;B-CARBOLINE;Pyridoindole;NSC 8441;NSC 84417;9H-BETA-CA;CARBAZOLINE
CBNumber
CB5431618
Molecular Formula
C11H8N2
Formula Weight
168.19
MOL File
244-63-3.mol
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9H-PYRIDO[3,4-B]INDOLE Property

Melting point:
199-201 °C
Boiling point:
287.13°C (rough estimate)
Density 
1.1722 (rough estimate)
refractive index 
1.5200 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka
15.44±0.30(Predicted)
form 
crystalline
color 
light yellow
Water Solubility 
2693g/L(17 ºC)
InChIKey
AIFRHYZBTHREPW-UHFFFAOYSA-N
LogP
3.170
CAS DataBase Reference
244-63-3(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
36/37/39-26-22
RIDADR 
3261
WGK Germany 
3
RTECS 
UU9350000
HS Code 
29339900
Toxicity
dnd-hmn:hla 50 mmol/L MUREAV 89,95,81
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
N6252
Product name
Norharmane
Purity
crystalline
Packaging
100mg
Price
$47.1
Updated
2024/03/01
Sigma-Aldrich
Product number
N6252
Product name
Norharmane
Purity
crystalline
Packaging
1g
Price
$240
Updated
2024/03/01
TCI Chemical
Product number
P1121
Product name
9H-Pyrido[3,4-b]indole
Purity
>98.0%(GC)(T)
Packaging
100mg
Price
$35
Updated
2024/03/01
Cayman Chemical
Product number
20043
Product name
Norharmane
Purity
≥98%
Packaging
250mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
20043
Product name
Norharmane
Purity
≥98%
Packaging
500mg
Price
$68
Updated
2024/03/01
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9H-PYRIDO[3,4-B]INDOLE Chemical Properties,Usage,Production

Chemical Properties

Off-White Solid

Uses

The compund has cytotoxic effects.

Uses

Used as matrix for analysis of cyclodextrins and for sulfated oligosaccharides in combination with DHB as co-matrix.

Definition

ChEBI: The parent compound of the beta-carbolines, a tricyclic structure comprising an indole ring system ortho- fused to C-3 and C-4 of a pyridine ring.

Synthesis Reference(s)

Journal of the American Chemical Society, 72, p. 2962, 1950 DOI: 10.1021/ja01163a041
Tetrahedron, 49, p. 49, 1993 DOI: 10.1016/S0040-4020(01)80505-6

Hazard

Toxic; nervous system effects.

Biological Activity

norharmane acts as a co-mutagen. norharmane is a natural β-carboline first isolated from plants of the zygophyllaceae family. it is a heterocyclic amine (hca) that may also be found in fried meats, tobacco smoke, and coffee. harman and norharmane are aminocarbolines known as “co-mutagens” because they do not show mutagenicity to salmonella serovar typhimurium [1][2][3].norharmane acts as a co-mutagen. norharmane is widely distributed in our environment. it was not mutagenic to salmonella typhimurium ta98 and ta100 either with or without s9 mix, but became mutagenic to s.typhimurium ta98 with s9 mix when non-mutagenic aromatic amines like aniline or o- or m-toluidine are added. also, norharmane and aromatic amines induced the formation of dna adduct in s.typhimurium ta98 [3].harman and norharmane with concentrations of 0.275 um and 0.9 um respectively might inhibited mao-a and mao-b. in adult male rats, a novel cocktail of cigarette smoke constituents, containing five minor alkaloids (nornicotine, cotinine, myosmine, anatabine, and anabasine), two β-carbolines (harman and norharmane), and acetaldehyde, did not significantly enhance nicotine self-administration [2].

Biochem/physiol Actions

Inhibitor of indoleamine 2,3-dioxygenase (IDO).

Safety Profile

Poison by intravenous route.Experimental reproductive effects. Human mutation datareported. When heated to decomposition it emits toxicfumes of NOx.

References

[1]. jamali ma, zhang y, teng h, et al. inhibitory effect of rosa rugosa tea extract on the formation of heterocyclic amines in meat patties at different temperatures. molecules. 2016 jan 30;21(2):173.
[2]. smith tt, schaff mb, rupprecht le, et al. effects of mao inhibition and a combination of minor alkaloids, β-carbolines, and acetaldehyde on nicotine self-administration in adult male rats. drug alcohol depend. 2015 oct 1;155:243-52.
[3]. mori m1, totsuka y, fukutome k, et al. formation of dna adducts by the co-mutagen norharman with aromatic amines. carcinogenesis. 1996 jul;17(7):1499-503.

9H-PYRIDO[3,4-B]INDOLE Preparation Products And Raw materials

Raw materials

Preparation Products

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9H-PYRIDO[3,4-B]INDOLE Suppliers

Toronto Research Chemicals
Tel
--
Fax
--
Email
info@trc-canada.com
Country
Canada
ProdList
6038
Advantage
71
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View Lastest Price from 9H-PYRIDO[3,4-B]INDOLE manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
9H-PYRIDO[3,4-B]INDOLE 244-63-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-10-14
Career Henan Chemical Co
Product
9H-PYRIDO[3,4-B]INDOLE 244-63-3
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
1ton
Release date
2018-08-06
Career Henan Chemical Co
Product
9H-PYRIDO[3,4-B]INDOLE 244-63-3
Price
US $1.00/KG
Min. Order
1G
Purity
98%
Supply Ability
1000KG
Release date
2018-08-10

244-63-3, 9H-PYRIDO[3,4-B]INDOLERelated Search:


  • B-CARBOLINE
  • BETA-CARBOLINE
  • CARBAZOLINE
  • 2,9-DIAZAFLUORENE
  • 9H-BETA-CARBOLINE
  • 9H-PYRIDO[3,4-B]INDOLE
  • PYRIDO(3,4-B)INDOLE
  • Pyridoindole
  • NORHARMANE FREE BASE
  • NORHARMAN 98%
  • NSC 8441
  • NSC 84417
  • Norharman,98%
  • NorharMan, 98% 500MG
  • beta-Carboline Norharman
  • Norharman, free base
  • NORHARMAN
  • NORHARMANE
  • 2-azacarbazole
  • 9H-β-Carboline
  • 9H-BETA-CA
  • 9H-Pyrido[3,4-b]indole&gt
  • β-carboline
  • 9H-PYRIDO[3,4-B]INDOLE USP/EP/BP
  • 9H-pyridine [3,4-b] indole
  • 9H-Pyrido[3,4-b]indole , Norharmane
  • 244-63-3
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