Norharmane
Names
[ CAS No. ]:
244-63-3
[ Name ]:
Norharmane
[Synonym ]:
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
Biological Activity
[Description]:
[Related Catalog]:
[Target]
MAO-A:3.34 μM (Ki)
Human Endogenous Metabolite
[References]
Chemical & Physical Properties
[ 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
MSDS
Toxicological Information
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
Safety Information
[ 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
Synthetic Route
Precursor & DownStream
Precursor
DownStream
Customs
[ 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%
Articles
Bioorg. Med. Chem. 16 , 3780, (2008)
Based on anti-viral screening of our heteroaromatics derived from thalidomide, the gamma-carboline skeleton has been identified as a superior scaffold structure for compounds with potent anti-bovine v...
The use of natural product scaffolds as leads in the search for trypanothione reductase inhibitorsBioorg. Med. Chem. 16 , 6689, (2008)
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 MAOBioorg. 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...