ContaminantDB: Nylidrin

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 03:44:33 UTC

Update Date

2016-11-09 01:15:28 UTC

Accession Number

CHEM016816

Identification

Common Name

Nylidrin

Class

Small Molecule

Description

Nylidrin, also known as _buphenine_ belongs to the category of drugs called _vasodilators_, which relax blood vessels and increase blood flow. Nylidrin is a peripheral vasodilator. Some studies show the evidence of improving cognitive impairment in selected individuals, such as geriatric patients with mild to moderate symptoms of cognitive, emotional and physical impairment [L2279]. Nylidrin is utilized to treat several disorders that may benefit from increased blood flow (for example, certain mental disorders, blood vessel disease due to diabetes, frostbite, night leg cramps, and certain types of ulcers). This medication works by dilating (widening) blood vessels to help increase blood flow (improving circulation) throughout the body, including the extremities and central nervous system. This effect may help to improve memory/judgment, improve walking ability, and support the healing of frostbite/ulcers [L2283]. FDA has considered nylidrin as "lacking substantial evidence of effectiveness" in cerebral ischemia, cerebral arteriosclerosis, and other cerebral circulatory insufficiencies. Therefore, the FDA has withdrawn nylidrin from the U.S. market [L2286].

Contaminant Sources

STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Buphenine	ChEMBL, MeSH
Dilatol	MeSH
Aventis brand OF buphenine hydrochloride	MeSH
Nylidrin hydrochloride	MeSH
Nylidrin	MeSH
Hydrochloride, nylidrin	MeSH
Buphenin	MeSH
Arlidin	MeSH
Bufenine	MeSH
Fardi brand OF buphenine hydrochloride	MeSH

Chemical Formula

C₁₉H₂₅NO₂

Average Molecular Mass

299.414 g/mol

Monoisotopic Mass

299.189 g/mol

CAS Registry Number

447-41-6

IUPAC Name

4-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]propyl}phenol

Traditional Name

nylidrin

SMILES

CC(CCC1=CC=CC=C1)NC(C)C(O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C19H25NO2/c1-14(8-9-16-6-4-3-5-7-16)20-15(2)19(22)17-10-12-18(21)13-11-17/h3-7,10-15,19-22H,8-9H2,1-2H3

InChI Key

PTGXAUBQBSGPKF-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpropanes

Direct Parent

Phenylpropanes

Alternative Parents

Substituents

Phenylpropane
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
1,2-aminoalcohol
Secondary alcohol
Secondary aliphatic amine
Secondary amine
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Alcohol
Aromatic alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.02 g/L	ALOGPS
logP	2.73	ALOGPS
logP	3.05	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	9.25	ChemAxon
pKa (Strongest Basic)	10.11	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	52.49 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	90.06 m³·mol⁻¹	ChemAxon
Polarizability	34.56 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-4910000000-4cd17eb531edd28cb3a9	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0f89-0293000000-f142968bcdf49a548f10	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 70V, Positive	splash10-052f-9700000000-3155725d252c08ccd22a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0f6x-5900000000-86247a84b7fcad693d76	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0ue9-0198000000-74731dd8c6a5f171ed99	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0f89-0293000000-732af6e5e27da809b20b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0006-9600000000-0f08ddfe4734856c0f4a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 70V, Positive	splash10-052f-9700000000-4d428ff1df8ad94d734a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0ue9-0198000000-327cbeec5329b00dd210	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 25V, Positive	splash10-0f89-1691000000-fea819b3c7163f6c31f4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0006-8900000000-cff51059692e6d8c95fc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 5V, Positive	splash10-0ue9-3968000000-14c1c23d6065d6e47e9c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-001i-1490000000-87a22c3bf1702bac4f42	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 65V, Positive	splash10-052f-9800000000-42416a0d8a9cb41507a0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0ue9-0198000000-ced3d3b14df05194c9fe	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0f7o-4900000000-fc055100bf15ee14417c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-0f6x-5900000000-6d284bb7376a0c8010ce	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0udl-4900000000-a3b614a66617f1e61a28	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0ue9-0198000000-9de405340b3d0a2309a6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 80V, Positive	splash10-0006-9400000000-4f727777987f254c8636	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f89-0396000000-3b710de6ac4d07a8176a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-2951000000-785765dae76d274a3d06	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9500000000-4896467b5d1e29279075	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0190000000-64e391cf00c522402936	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000t-0690000000-7e41cea3e0e9ae697ff3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-006x-4900000000-b74f7591389f48287c86	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB06152

HMDB ID

HMDB0255826

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Buphenine

Chemspider ID

4407

ChEBI ID

Not Available

PubChem Compound ID

Not Available

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Nylidrin (CHEM016816)

Structure for CHEM016816: Nylidrin