ANILINE

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

Structure Search

SMILES

NC1=CC=CC=C1

InChI

InChIKey=PAYRUJLWNCNPSJ-UHFFFAOYSA-N

InChI=1S/C6H7N/c7-6-4-2-1-3-5-6/h1-5H,7H2

HIDE SMILES / InChI

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

Description
Sources: http://www.fda.gov/downloads/drugs/guidancecomplianceregulatoryinformation/guidances/ucm464285.pdf

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

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Biological activity of some 4-anilinoquinazolines: cytotoxic, genotoxic and antiprotease effects, induction of necrosis and changes of actin cytoskeleton.	2001	11327538
Assessment of chloroaniline toxicity by the submitochondrial particle assay.	2001 Apr	11345459
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	11340982
Pharmacogenetic profile of xenobiotic enzyme metabolism in survivors of the Spanish toxic oil syndrome.	2001 Apr	11335185
Effects of novel phenylretinamides on cell growth and apoptosis in bladder cancer.	2001 Apr	11319181
Removal and recovery of p-phenylenediamines developing compounds from photofinishing lab-washwater using clinoptilolite tuffs from Greece.	2001 Apr	11317909
Naphthol-ASBI phosphate as a preferred substrate for tartrate-resistant acid phosphatase isoform 5b.	2001 Apr	11316008
Synthesis of 2-substituted trifluoromethylquinolines for the evaluation of leishmanicidal activity.	2001 Apr	11310679
T cells ignore aniline, a prohapten, but respond to its reactive metabolites generated by phagocytes: possible implications for the pathogenesis of toxic oil syndrome.	2001 Apr	11304127
Determination of the levels of aromatic amines in indoor and outdoor air in Italy.	2001 Apr	11302581
Efficacy and safety of eltenac gel in the treatment of knee osteoarthritis.	2001 Apr	11300751
The utilization of aniline, chlorinated aniline, and aniline blue as the only source of nitrogen by fungi in water.	2001 Apr	11268842
The effects of exogenous calcium buffers on the systolic calcium transient in rat ventricular myocytes.	2001 Apr	11259304
Diastereoselective synthesis of substituted tetrahydroquinoline-4-carboxylic esters by a tandem reduction-reductive amination reaction.	2001 Apr 20	11304207
Analysis of the metabolites of the sodium salt of 6-hydroxy-5-(phenylazo)-2-naphthalenesulfonic acid in Sprague-Dawley rat urine.	2001 Apr 25	11339284
Phenylene ethynylene diazonium salts as potential self-assembling molecular devices.	2001 Apr 5	11277778
Characterisation using FLIPR of human vanilloid VR1 receptor pharmacology.	2001 Apr 6	11301059
Protonation and deprotonation of TpOs(NHPh)Cl(2): an unusually inert amido ligand.	2001 Apr 9	11312746
Water-soluble propofol analogues with intravenous anaesthetic activity.	2001 Apr 9	11294393
Polyaniline-dacron composite as solid phase in enzyme linked immunosorbent assay for Yersinia pestis antibody detection.	2001 Aug	11340597
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	11330834
5-HT(6) receptor antagonists: lead optimisation and biological evaluation of N-aryl and N-heteroaryl 4-amino-benzene sulfonamides.	2001 Feb	11311747
The lipid charge density at the bilayer surface modulates the effects of melittin on membranes.	2001 Feb	11269939
Synthesis, characterization, and comparative 32P-postlabeling efficiencies of 2,6-dimethylaniline-DNA adducts.	2001 Feb	11258965
Studies on the effect of diadenlyated nucleotides on calcium mobilization and prostacyclin synthesis in bovine aortic endothelial cells.	2001 Feb	11257460
Multiple inhibitor analysis of the brequinar and leflunomide binding sites on human dihydroorotate dehydrogenase.	2001 Feb 20	11329288
The influence of substituent groups on the resonance stabilization of benzene. An ab initio computational study.	2001 Feb 23	11312942
Inhibition kinetics of green crab (Scylla serrata) alkaline phosphatase by zinc ions: a new type of complexing inhibition.	2001 Feb 9	11342026
Storage time and deodorization temperature influence the formation of aniline-derived compounds in denatured rapeseed oils.	2001 Jan	11259855
[Collecting of trichloroaniline in the air by micropore filter membrane and determination by gas chromatography].	2001 Jan	11255754
Stark effects in gas-phase electronic spectra. Dipole moment of aniline in its excited S(1) state.	2001 Jan 10	11273605
Palladium-catalyzed amination of aryl bromides and aryl triflates using diphosphane ligands: a kinetic study.	2001 Jan 19	11271534
[Clinical prognostic factors in superficial cancer of the urinary bladder].	2001 Mar	11341116
Paenibacillus borealis sp. nov., a nitrogen-fixing species isolated from spruce forest humus in Finland.	2001 Mar	11321100
Dinitroaniline herbicides against protozoan parasites: the case of Trypanosoma cruzi.	2001 Mar	11286798
Cytotoxic effects of peroxynitrite, polymorphonuclear neutrophils, free-radical scavengers, inhibitors of myeloperoxidase, and inhibitors of nitric oxide synthase on bovine mammary secretory epithelial cells.	2001 Mar	11277188
Selective electrocatalytic oxidation of N-alkyl-N-methylanilines to N-alkylformanilides using nitroxyl radical.	2001 Mar	11253925
Optimization of force constants with an Urey-Bradley force field avoiding normal mode crossings.	2001 Mar 1	11300565
Structure of exciplexes: solvent and temperature dependences of charge transfer character.	2001 Mar 1	11300559
Synthesis and Src kinase inhibitory activity of a series of 4-phenylamino-3-quinolinecarbonitriles.	2001 Mar 1	11262092
Bimetallic reactivity. On the use of oxadiazoles as binucleating ligands.	2001 Mar 12	11300847
Formaldehyde-mediated modification of natural deoxyguanosine with amines: one-pot cyclization as a molecular model for genotoxicity.	2001 Mar 12	11266179
Synthesis of functional aromatic multisulfonyl chlorides and their masked precursors.	2001 Mar 23	11300908
Evaluation of the gender differences in 4,4'-methylenedianiline toxicity, distribution, and effects on biliary parameters.	2001 Mar 23	11289319
Binding of substituted phenol and aniline derivatives to the corn protein zein studied by high-performance liquid chromatography.	2001 Mar 25	11302450
The use of surrogate endpoints to assess potential toxicity in humans.	2001 Mar 31	11323167
Predictive value of sperm chromatin condensation (aniline blue staining) in the assessment of male fertility.	2001 Mar-Apr	11297072
High-resolution crystal structure of deoxy hemoglobin complexed with a potent allosteric effector.	2001 May	11316875
Diaminodiphenylmethane (DDM): frequency of sensitization, clinical relevance and concomitant positive reactions.	2001 May	11298694
Functional interrelationships in the alkaline phosphatase superfamily: phosphodiesterase activity of Escherichia coli alkaline phosphatase.	2001 May 15	11341834

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

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 `Fri Dec 15 15:51:16 GMT 2023` Edited by `admin` on `Fri Dec 15 15:51:16 GMT 2023`
Record UNII	SIR7XX2F1K
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ANILINE

Systematic Name

English

ANILINE [INCI]

Common Name

English

ANILINE [MI]

Common Name

English

ANILINE [IARC]

Common Name

English

ANILINUM

Common Name

English

ANILINE OIL

Common Name

English

ANILINE [USP-RS]

Common Name

English

Aniline [WHO-DD]

Common Name

English

FENTANYL IMPURITY F [EP IMPURITY]

Common Name

English

TRIMETHOPRIM IMPURITY K [EP IMPURITY]

Common Name

English

MESALAZINE IMPURITY K [EP IMPURITY]

Common Name

English

ANILINUM [HPUS]

Common Name

English

AMINOBENZOIC ACID IMPURITY C [EP IMPURITY]

Common Name

English

AMINOBENZENE

Systematic Name

English

PHENYLAMINE

Systematic Name

English

BENZENAMINE

Systematic Name

English

AMINOPHEN

Common Name

English

ANILINE [MART.]

Common Name

English

ANILINE [HSDB]

Common Name

English

ANILINE [USP IMPURITY]

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

251400