Phenylacetonitrile

  • GreenMolBD CID : 103
  • Molecular Formula : C8H7N
  • Molecular Weight : 117.151
  • Exact Molecular Mass : 117.058
  • IUPAC Name : 2-phenylacetonitrile
  • InChI : InChI=1S/C8H7N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6H2
  • InChI Key : SUSQOBVLVYHIEX-UHFFFAOYSA-N
  • Canonical SMILES : C1=CC=C(C=C1)CC#N
  • Isomeric SMILES : c1ccc(cc1)CC#N
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound belongs to the class of organic compounds known as benzyl cyanides. These are organic compounds containing an acetonitrile with one hydrogen replaced by a phenyl group.

1.2. Taxonomy Tree

1.3. Alternative Parent

Nitriles; Organopnictogen compounds; Hydrocarbon derivatives;

1.4. Molecular Framework

Aromatic homomonocyclic compounds

1.5. Substituents

Benzyl-cyanide; Nitrile; Carbonitrile; Organic nitrogen compound; Organopnictogen compound; Hydrocarbon derivative; Organonitrogen compound; Aromatic homomonocyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
1.75265 23.79 0 1 9 2 6 6 3.5759 178.729 140.084 0.655466

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-197.690244 0.62 -4.27 -8.92181 0.38202 4.652

4. Compound Reactivity

DLP nRFG nLMR
4 0 1

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Carcinogen Non-Mutagen Non-Toxic 0.242724 2099.8 0.13527 Mild Strong Severe Degradable 0.026552 1.18225

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
Yes Yes No Yes Yes Yes Yes

7. Synonyms

Name
Benzeneacetonitrile
Phenylacetonitrile
2-Phenylacetonitrile
BENZYL CYANIDE
140-29-4
alpha-Tolunitrile
Benzyl nitrile
alpha-Cyanotoluene
(Cyanomethyl)benzene
Phenyl acetyl nitrile
Acetonitrile, phenyl-
Benzylnitrile
benzylcyanide
Benzylkyanid
USAF KF-21
Phenyl-acetonitrile
Acetic acid, phenyl-nitrile
2-phenylethanenitrile
.omega.-Cyanotoluene
Benzylkyanid [Czech]
Toluene, alpha-cyano-
Phenacetonitrile
Phenylacetonitrile, liquid
omega-Cyanotoluene
.alpha.-Tolunitrile
NSC 118418
UNII-23G40PRP93
.alpha.-Cyanotoluene
CCRIS 4698
2-phenyl-acetonitrile
HSDB 2103
EINECS 205-410-5
UN2470
Toluene, .alpha.-cyano-
AI3-04975
SUSQOBVLVYHIEX-UHFFFAOYSA-N
SBB058386
WLN: NC1R
Phenylacetonitrile, liquid [UN2470] [Poison]
C8H7N
BENZYL CYANIDE-13C
PHENYLACETONITRILE-2,2-D2
enzylcyanide
benzyl-cyanide
phenylacetonitile
phenylacteonitrile
Cyanophenylmethane
alpha -cyano-
alpha -tolunitrile
BnCN
alpha -cyanotoluene
benzene acetonitrile
benzene-acetonitrile
alpha-Cyano-Toluene
acetonitrile,phenyl-
A-TOLUNITRILE
alpha-phenylacetonitrile
Benzyl cyanide, 98%
PubChem20468
aceticacid,phenyl-nitrile
Toluene, alpha -cyano-
AC1L1RPP
Benzeneacetonitrile, 9CI
ACMC-1C0PN
DEA Code 8735
DSSTox_CID_1492
Benzyl cyanide, >=99%
AC1Q4S1D
DSSTox_RID_76184
METHYL, CYANOPHENYL-
DSSTox_GSID_21492
SCHEMBL37831
KSC175C3P
laquo Omegaraquo -cyanotoluene
CHEMBL3560735
DTXSID2021492
CHEBI:25979
CTK0H5137
NSC3407
MolPort-001-768-890
OTAVA-BB 1519434
23G40PRP93
Benzyl cyanide, analytical standard
KS-000000HS
NSC-3407
ZINC1666748
Tox21_200217
ANW-20559
LABOTEST-BB LT00891699
LS-817
MFCD00001894
NSC118418
AKOS000118943
AS01366
MCULE-3500109780
NSC-118418
RP19286
RTC-061401
TRA0004632
UN 2470
NCGC00090854-01
NCGC00090854-02
NCGC00257771-01
AN-23174
CAS-140-29-4
CJ-26987
KB-47802
OR034299
OR218332
OR218333
OR286093
OR377898
SC-26879
DB-004016
FT-0657342
P0128
ST51017243
C16074
Phenylacetonitrile, liquid [UN2470] [Poison]
A807640
J-519675
S01-0547
Z57131036
F0001-0481
InChI=1/C8H7N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6H
Phenyl acetonitrile

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Phenylacetonitrile
Abelmoschus esculentus (L.) Moench Pod 3
Jasminum graniflorum Flower 20 , 22
Jasminum sambac L. Flower 6
Mangifera indica Fruit 7

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID
68 activating transcription factor 6 ATF6 Homo sapiens 0.8913 1159516
26 GLI family zinc finger 3 GLI3 Homo sapiens 0.2491 1259369

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL
143432864TimTecSource URLSource DetailSBB058386Source Record URL
143829899TimTecSource URLSource DetailST51017243Source Record URL
316965986ParchemSource URLSource Detail26856Source Record URL
57325246NovoSeekSource URLSource Detail8794Source Record URL
104318778ABI ChemSource URLSource DetailAC1L1RPPSource Record URL
117515443ABI ChemSource URLSource DetailAC1Q4S1DSource Record URL
348744715Chemieliva Pharmaceutical Co., LtdSource URLSource DetailPBCM0262866Source Record URL
167753506MculeSource URLSource DetailMCULE-3500109780Source Record URL
329749769Sigma-AldrichSource URLSource Detail12608_SIALSource Record URL
24851175Sigma-AldrichSource URLSource Detail185728_ALDRICHSource Record URL
24891621Sigma-AldrichSource URLSource DetailB19401_ALDRICHSource Record URL
162152595Nanjing KaimuboSource URLSource DetailKB-47802Source Record URL
104667366AKos Consulting & SolutionsSource URLSource DetailAKOS000118943Source Record URL
292588373Aurora Fine Chemicals LLCSource URLSource DetailA00.156.309Source Record URL
276772756Aurora Fine Chemicals LLCSource URLSource DetailK00.817.407Source Record URL
346708532LabNetwork, a WuXi AppTec CompanySource URLSource DetailLN00226426Source Record URL
163303913ChemTikSource URLSource DetailCTK0H5137Source Record URL
85247007ISpharmSource URLSource DetailS01-0547Source Record URL
315340540Life ChemicalsSource URLSource DetailF0001-0481Source Record URL
342491361Wubei-BiochemSource URLSource DetailWB048565SUSource Record URL
164831119Finetech Industry LimitedSource URLSource DetailFT-0657342Source Record URL
256241569ZINCSource URLSource DetailZINC1666748Source Record URL
332848126BiosynthSource URLSource DetailJ-519675Source Record URL
318512781CambridgeChemSource URLSource DetailT22919Source Record URL
162274980AchemicaSource URLSource DetailACMC-1C0PNSource Record URL
313079214Zjartschem(China)Source URLSource DetailIntermediates-ZCF06737Source Record URL
321908345AcadechemSource URLSource DetailACDS-021197Source Record URL
346401178King ScientificSource URLSource DetailKS-000000HSSource Record URL
163802675King ScientificSource URLSource DetailKSC175C3PSource Record URL
252405016MolepediaSource URLSource DetailM90005305PSource Record URL
126677313ChemMolSource URLSource Detail49415962Source Record URL
135699205ChemMolSource URLSource Detail98000280Source Record URL
318830118Chem-Space.com DatabaseSource URLSource DetailCSC015932585Source Record URL
335796246EnamineSource URLSource DetailZ57131036Source Record URL
152236497CAPOTSource URLSource Detail20468Source Record URL
143489291CAPOTSource URLSource DetailPubChem20468Source Record URL
174550440WutechSource URLSource DetailRP19286Source Record URL
251891521labseekerSource URLSource DetailSC-26879Source Record URL
204379903TractusSource URLSource DetailRTC-061401Source Record URL
252264596TractusSource URLSource DetailTRA0004632Source Record URL
3587878011717 CheMall CorporationSource URLSource DetailBG03539279Source Record URL
3603139291717 CheMall CorporationSource URLSource DetailBG07155217Source Record URL
3603148331717 CheMall CorporationSource URLSource DetailBG07156121Source Record URL
223658813AN PharmaTechSource URLSource DetailAN-23174Source Record URL
328101004ChemDivSource URLSource Detail1467-0025Source Record URL
87574382TCI (Tokyo Chemical Industry)Source URLSource DetailP0128Source Record URL
152197014Aromsyn catalogueSource URLSource DetailAS01366Source Record URL
223132055Angene ChemicalSource URLSource DetailAGN-PC-00UNTQSource Record URL
131298600Amadis ChemicalSource URLSource DetailA807640Source Record URL
51072540MP BiomedicalsSource URLSource Detail214284Source Record URL
318035503iChemical Technology USA IncSource URLSource DetailEBD29148Source Record URL
201501822Debye Scientific Co., LtdSource URLSource DetailDB-004016Source Record URL
355146877MuseChemSource URLSource DetailR060234Source Record URL
354702843LGC StandardsSource URLSource DetailDRE-C10572200Source Record URL
340511562LGC StandardsSource URLSource DetailDRE-E10572200Source Record URL
254766323Boc SciencesSource URLSource Detail140-29-4Source Record URL
88811874MolPortSource URLSource DetailMolPort-001-768-890Source Record URL
160788060AnwardSource URLSource DetailANW-20559Source Record URL
162076696Chembase.cnSource URLSource Detail89841Source Record URL
328749680MolCoreSource URLSource DetailMC20900Source Record URL
316397237abcr GmbHSource URLSource DetailAB118458Source Record URL
312665158BiocoreSource URLSource DetailBIE137655Source Record URL
312292831NORRIS PHARMSource URLSource DetailTH-D16647Source Record URL
223512341A&J Pharmtech CO., LTD.Source URLSource DetailCJ-26987Source Record URL