Details
Stereochemistry | ACHIRAL |
Molecular Formula | C6H7N |
Molecular Weight | 93.1265 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NC1=CC=CC=C1
InChI
InChIKey=PAYRUJLWNCNPSJ-UHFFFAOYSA-N
InChI=1S/C6H7N/c7-6-4-2-1-3-5-6/h1-5H,7H2
Molecular Formula | C6H7N |
Molecular Weight | 93.1265 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Aniline is a toxic organic compound consisting of a phenyl group attached to an amino group. It is the prototypical aromatic amine. Aniline and its derivatives are very important for the synthesis of chemical products such as dyes, resins, and medicines. The main use of aniline is in the manufacture of precursors to polyurethane. Aniline is a carcinogen that is considered to induce tumors secondary to hemosiderosis as a consequence of methemoglobinemia. Aniline is classified as Group 3, not classifiable as to its carcinogenicity in humans (IARC, 480 1987b). Aniline occurs naturally in some foods (i.e., corn, grains, beans, and tea), but the larger source of exposure is in industrial settings. Lifetime permissible daily exposure (PDE) for aniline is 720 ug/day. Simple anilines such as aniline and monosubstituted anilines are known to disappear from the environment mainly via biodegradation.
Originator
Sources: Otto Unverdorben (1826). 'Ueber das Verhalten der organischen Körper in höheren Temperaturen' [On the behaviour of organic substances at high temperatures]. Annalen der Physik und Chemie. 8 (11): 397–410.
Curator's Comment: Aniline was first isolated in 1826 by Otto Unverdorben by destructive distillation of indigo
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Acute intoxication with aniline: detection of acetaminophen as aniline metabolite. | 2000 |
|
Biological activity of some 4-anilinoquinazolines: cytotoxic, genotoxic and antiprotease effects, induction of necrosis and changes of actin cytoskeleton. | 2001 |
|
Assessment of chloroaniline toxicity by the submitochondrial particle assay. | 2001 Apr |
|
Exposure to 4,4'-methylenediphenyl diisocyanate (MDI) during moulding of rigid polyurethane foam: determination of airborne MDI and urinary 4,4'-methylenedianiline (MDA). | 2001 Apr |
|
Pharmacogenetic profile of xenobiotic enzyme metabolism in survivors of the Spanish toxic oil syndrome. | 2001 Apr |
|
Effects of novel phenylretinamides on cell growth and apoptosis in bladder cancer. | 2001 Apr |
|
Removal and recovery of p-phenylenediamines developing compounds from photofinishing lab-washwater using clinoptilolite tuffs from Greece. | 2001 Apr |
|
Synthesis of 2-substituted trifluoromethylquinolines for the evaluation of leishmanicidal activity. | 2001 Apr |
|
The utilization of aniline, chlorinated aniline, and aniline blue as the only source of nitrogen by fungi in water. | 2001 Apr |
|
The effects of exogenous calcium buffers on the systolic calcium transient in rat ventricular myocytes. | 2001 Apr |
|
Analysis of the metabolites of the sodium salt of 6-hydroxy-5-(phenylazo)-2-naphthalenesulfonic acid in Sprague-Dawley rat urine. | 2001 Apr 25 |
|
Phenylene ethynylene diazonium salts as potential self-assembling molecular devices. | 2001 Apr 5 |
|
Characterisation using FLIPR of human vanilloid VR1 receptor pharmacology. | 2001 Apr 6 |
|
Protonation and deprotonation of TpOs(NHPh)Cl(2): an unusually inert amido ligand. | 2001 Apr 9 |
|
Water-soluble propofol analogues with intravenous anaesthetic activity. | 2001 Apr 9 |
|
Polyaniline-dacron composite as solid phase in enzyme linked immunosorbent assay for Yersinia pestis antibody detection. | 2001 Aug |
|
Differential effects of IH636 grape seed proanthocyanidin extract and a DNA repair modulator 4-aminobenzamide on liver microsomal cytochrome 4502E1-dependent aniline hydroxylation. | 2001 Feb |
|
5-HT(6) receptor antagonists: lead optimisation and biological evaluation of N-aryl and N-heteroaryl 4-amino-benzene sulfonamides. | 2001 Feb |
|
Synthesis, characterization, and comparative 32P-postlabeling efficiencies of 2,6-dimethylaniline-DNA adducts. | 2001 Feb |
|
Determination of bromethalin in commercial rodenticides found in consumer product samples by HPLC-UV-vis spectrophotometry and HPLC-negative-ion APCI-MS. | 2001 Feb |
|
Variation in enzymes of arylamine procarcinogen biotransformation among bladder cancer patients and control subjects. | 2001 Feb |
|
Inhibition of protein synthesis in cortical neurons during exposure to hydrogen peroxide. | 2001 Feb |
|
The discovery of the potent and selective antitumour agent 2-(4-amino-3-methylphenyl)benzothiazole (DF 203) and related compounds. | 2001 Feb |
|
Coordinated control of cell Ca(2+) loading and triggered release from the sarcoplasmic reticulum underlies the rapid inotropic response to increased L-type Ca(2+) current. | 2001 Feb 2 |
|
Altered cardiac sarcoplasmic reticulum function of intact myocytes of rat ventricle during metabolic inhibition. | 2001 Feb 2 |
|
Multiple inhibitor analysis of the brequinar and leflunomide binding sites on human dihydroorotate dehydrogenase. | 2001 Feb 20 |
|
The influence of substituent groups on the resonance stabilization of benzene. An ab initio computational study. | 2001 Feb 23 |
|
Induction of liver preneoplastic lesions by aminophenylnorharman, formed from norharman and aniline, in male F344 rats. | 2001 Feb 26 |
|
Inhibition kinetics of green crab (Scylla serrata) alkaline phosphatase by zinc ions: a new type of complexing inhibition. | 2001 Feb 9 |
|
Extracellular calcium-sensing receptor is expressed in rat hepatocytes. coupling to intracellular calcium mobilization and stimulation of bile flow. | 2001 Feb 9 |
|
Increase in nuclear calcium in smooth muscle cells exposed to oxidized low density lipoprotein. | 2001 Jan |
|
Identification of an organic anion transport system in the human colon carcinoma cell line HT29 clone 19A. | 2001 Jan |
|
Exposure to chemical agents in Swedish aluminum foundries and aluminum remelting plants--a comprehensive survey. | 2001 Jan |
|
N-nitrosoanilines: a new class of caspase-3 inhibitors. | 2001 Jan |
|
4-[3-Bromo-4-hydroxyphenyl)amino]-6,7-dimethoxyquinazolin-1-ium chloride methanol solvate and 4-[(3-hydroxyphenyl)amino]-6,7-dimethoxy-1-quinazolinium chloride. | 2001 Jan |
|
Chromosome 11 allelotypes reflect a mechanism of chemical carcinogenesis in heterozygous p53-deficient mice. | 2001 Jan |
|
Adenosine A1 receptor activation reduces reactive oxygen species and attenuates stunning in ventricular myocytes. | 2001 Jan |
|
Heterogeneity of calcium stores and elementary release events in canine pulmonary arterial smooth muscle cells. | 2001 Jan |
|
Ribosomal proteins S3a, S13, S16, and S24 are not mutated in patients with Diamond-Blackfan anemia. | 2001 Jan 15 |
|
Comparative study of cytochemical tests for sperm chromatin integrity. | 2001 Jan-Feb |
|
[Clinical prognostic factors in superficial cancer of the urinary bladder]. | 2001 Mar |
|
Paenibacillus borealis sp. nov., a nitrogen-fixing species isolated from spruce forest humus in Finland. | 2001 Mar |
|
Dinitroaniline herbicides against protozoan parasites: the case of Trypanosoma cruzi. | 2001 Mar |
|
A high-throughput microtiter plate-based calcium assay for the study of protease-activated receptor 2 activation. | 2001 Mar |
|
Allosteric modification of oxygen delivery by hemoglobin. | 2001 Mar |
|
A phase I study of RSR13, a radiation-enhancing hemoglobin modifier: tolerance of repeated intravenous doses and correlation of pharmacokinetics with pharmacodynamics. | 2001 Mar 15 |
|
Evaluation of the gender differences in 4,4'-methylenedianiline toxicity, distribution, and effects on biliary parameters. | 2001 Mar 23 |
|
Binding of substituted phenol and aniline derivatives to the corn protein zein studied by high-performance liquid chromatography. | 2001 Mar 25 |
|
The use of surrogate endpoints to assess potential toxicity in humans. | 2001 Mar 31 |
|
Functional interrelationships in the alkaline phosphatase superfamily: phosphodiesterase activity of Escherichia coli alkaline phosphatase. | 2001 May 15 |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23893114
To understand the mechanisms of aniline biodegradation A. baylyi BD413 (formerly termed Acinetobacter sp. or Acinetobacter calcoaceticus) were inoculated into medium containing aniline as the sole carbon source and then cultivated with shaking. BD413 harboring pTB01 completely degraded 0.15 mM aniline within 1 day, as well as additional spikes of aniline administered day by day.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:51:16 GMT 2023
by
admin
on
Fri Dec 15 15:51:16 GMT 2023
|
Record UNII |
SIR7XX2F1K
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
EPA PESTICIDE CODE |
251400
Created by
admin on Fri Dec 15 15:51:17 GMT 2023 , Edited by admin on Fri Dec 15 15:51:17 GMT 2023
|
||
|
IARC | Aniline |
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
100000126079
Created by
admin on Fri Dec 15 15:51:17 GMT 2023 , Edited by admin on Fri Dec 15 15:51:17 GMT 2023
|
PRIMARY | |||
|
C023650
Created by
admin on Fri Dec 15 15:51:17 GMT 2023 , Edited by admin on Fri Dec 15 15:51:17 GMT 2023
|
PRIMARY | |||
|
17296
Created by
admin on Fri Dec 15 15:51:17 GMT 2023 , Edited by admin on Fri Dec 15 15:51:17 GMT 2023
|
PRIMARY | |||
|
43
Created by
admin on Fri Dec 15 15:51:17 GMT 2023 , Edited by admin on Fri Dec 15 15:51:17 GMT 2023
|
PRIMARY | |||
|
SUB33422
Created by
admin on Fri Dec 15 15:51:17 GMT 2023 , Edited by admin on Fri Dec 15 15:51:17 GMT 2023
|
PRIMARY | |||
|
6115
Created by
admin on Fri Dec 15 15:51:17 GMT 2023 , Edited by admin on Fri Dec 15 15:51:17 GMT 2023
|
PRIMARY | |||
|
1441546
Created by
admin on Fri Dec 15 15:51:17 GMT 2023 , Edited by admin on Fri Dec 15 15:51:17 GMT 2023
|
PRIMARY | RxNorm | ||
|
62-53-3
Created by
admin on Fri Dec 15 15:51:17 GMT 2023 , Edited by admin on Fri Dec 15 15:51:17 GMT 2023
|
PRIMARY | |||
|
m1922
Created by
admin on Fri Dec 15 15:51:17 GMT 2023 , Edited by admin on Fri Dec 15 15:51:17 GMT 2023
|
PRIMARY | Merck Index | ||
|
1036110
Created by
admin on Fri Dec 15 15:51:17 GMT 2023 , Edited by admin on Fri Dec 15 15:51:17 GMT 2023
|
PRIMARY | |||
|
SIR7XX2F1K
Created by
admin on Fri Dec 15 15:51:17 GMT 2023 , Edited by admin on Fri Dec 15 15:51:17 GMT 2023
|
PRIMARY | |||
|
DB06728
Created by
admin on Fri Dec 15 15:51:17 GMT 2023 , Edited by admin on Fri Dec 15 15:51:17 GMT 2023
|
PRIMARY | |||
|
ANILINE
Created by
admin on Fri Dec 15 15:51:17 GMT 2023 , Edited by admin on Fri Dec 15 15:51:17 GMT 2023
|
PRIMARY | |||
|
DTXSID8020090
Created by
admin on Fri Dec 15 15:51:17 GMT 2023 , Edited by admin on Fri Dec 15 15:51:17 GMT 2023
|
PRIMARY | |||
|
200-539-3
Created by
admin on Fri Dec 15 15:51:17 GMT 2023 , Edited by admin on Fri Dec 15 15:51:17 GMT 2023
|
PRIMARY | |||
|
SIR7XX2F1K
Created by
admin on Fri Dec 15 15:51:17 GMT 2023 , Edited by admin on Fri Dec 15 15:51:17 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
SALT/SOLVATE -> PARENT |
|
||
|
SALT/SOLVATE -> PARENT |
|
||
|
METABOLIC ENZYME -> SUBSTRATE |
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (GC)
USP
|
||
|
PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (GC)
USP
|
||
|
PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (GC)
USP
|
||
|
PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
|
||
|
PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
|
||
|
PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (GC)
EP
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |
|