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149101

Sigma-Aldrich

9-Aminophenanthrene

96%

Synonym(s):

9-Phenanthrenamine

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About This Item

Empirical Formula (Hill Notation):
C14H11N
CAS Number:
947-73-9
Molecular Weight:
193.24
EC Number:
213-431-6
MDL number:
MFCD00001177
UNSPSC Code:
12352100
PubChem Substance ID:
24848932
NACRES:
NA.22

assay

96%

mp

137-139 °C (lit.)

SMILES string

Nc1cc2ccccc2c3ccccc13

InChI

1S/C14H11N/c15-14-9-10-5-1-2-6-11(10)12-7-3-4-8-13(12)14/h1-9H,15H2

InChI key

KIHQWOBUUIPWAN-UHFFFAOYSA-N

Application

9-Aminophenanthrene was used as a model ligand to study the binding of 9-aminophenanthrene to individual subsites within the active site of CYP(eryF).

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Moon-Young Yoon et al.
Drug metabolism reviews, 36(2), 219-230 (2004-07-09)
Cytochrome P450-dependent drug metabolism in vitro frequently deviates from simple Michaelis-Menten kinetic models, and demonstrates both positive and negative homotropic and heterotropic effects. These complex "allsoteric" kinetics confound our ability to predict drug clearance, and they may provide a basis
Kishore K Khan et al.
Chemical research in toxicology, 15(6), 806-814 (2002-06-18)
The main objective of the present study was to find a fluorescent substrate probe for cytochrome P450eryF (P450eryF). P450eryF is a bacterial P450 that catalyzes the hydroxylation of 6-deoxyerythronolide B at the 6S position, a necessary step in the biosynthesis
H Y Aboul-Enein et al.
The Journal of pharmacy and pharmacology, 50(3), 291-296 (1998-05-26)
Racemic ketoprofen is a non-steroidal anti-inflammatory drug used to treat musculoskeletal and colic conditions in horses. The enantioselective chiral inversion of ketoprofen administered to horses has been studied by use of cellulose tris(4-methylbenzoate), also known as Chiralcel OJ-R, as chiral
Arthur G Roberts et al.
Biochemistry, 45(6), 1673-1684 (2006-02-08)
Cytochrome P450's (P450's) catalyze the oxidative metabolism of most drugs and toxins. Although extensive studies have proven that some P450's demonstrate both homotropic and heterotropic cooperativity toward a number of substrates, the mechanistic and molecular details of P450 allostery are
M Ikeda et al.
Journal of chromatography, 305(2), 261-270 (1984-02-10)
The application of 9-aminophenanthrene (9-AP), a fluorescence-labeling reagent for free fatty acids (FFA), was examined. 9-AP dissolved in benzene was added to a benzene solution of FFA chlorides derived from FFA and oxalyl chloride. The mixture was allowed to react

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