ContaminantDB: Phentolamine

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

Record Information

Version

1.0

Creation Date

2016-05-22 03:44:54 UTC

Update Date

2016-11-09 01:15:28 UTC

Accession Number

CHEM016830

Identification

Common Name

Phentolamine

Class

Small Molecule

Description

A nonselective alpha-adrenergic antagonist. It is used in the treatment of hypertension and hypertensive emergencies, pheochromocytoma, vasospasm of raynaud disease and frostbite, clonidine withdrawal syndrome, impotence, and peripheral vascular disease.

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(N-(m-Hydroxyphenyl)-p-toluidinomethyl)imidazoline	ChEBI
Fentolamina	ChEBI
Phentolamine mesylate	ChEBI
Phentolaminum	ChEBI
Regitina	ChEBI
Regitine	ChEBI
Rogitine	ChEBI
Phentolamine mesylic acid	Generator
Regityn	HMDB
Novartis brand OF phentolamine mesylate	HMDB
Paladin brand OF phentolamine mesylate	HMDB
Phentolamine mono hydrochloride	HMDB
Phentolamine mono-hydrochloride	HMDB
Alliance brand OF phentolamine mesylate	HMDB
Mesilate, phentolamine	HMDB
Mesylate, phentolamine	HMDB
Phentolamine methanesulfonate	HMDB
Schering-plough brand OF phentolamine mesylate	HMDB
Fentolamin	HMDB
Methanesulfonate, phentolamine	HMDB
mono-Hydrochloride, phentolamine	HMDB
Phentolamine mesilate	HMDB
Z-Max	HMDB

Chemical Formula

C₁₇H₁₉N₃O

Average Molecular Mass

281.352 g/mol

Monoisotopic Mass

281.153 g/mol

CAS Registry Number

50-60-2

IUPAC Name

3-[(4,5-dihydro-1H-imidazol-2-ylmethyl)(4-methylphenyl)amino]phenol

Traditional Name

phentolamine

SMILES

CC1=CC=C(C=C1)N(CC1=NCCN1)C1=CC(O)=CC=C1

InChI Identifier

InChI=1S/C17H19N3O/c1-13-5-7-14(8-6-13)20(12-17-18-9-10-19-17)15-3-2-4-16(21)11-15/h2-8,11,21H,9-10,12H2,1H3,(H,18,19)

InChI Key

MRBDMNSDAVCSSF-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as alkyldiarylamines. These are tertiary alkylarylamines having two aryl and one alkyl groups attached to the amino group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Alkyldiarylamines

Alternative Parents

Substituents

Alkyldiarylamine
M-aminophenol
Aminophenol
Aminotoluene
Aniline or substituted anilines
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Toluene
Monocyclic benzene moiety
Imidolactam
Benzenoid
2-imidazoline
Amidine
Carboxylic acid amidine
Azacycle
Organoheterocyclic compound
Carboximidamide
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

tertiary amino compound (CHEBI:8081 )
substituted aniline (CHEBI:8081 )
imidazoles (CHEBI:8081 )
phenols (CHEBI:8081 )

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	0.27 g/L	ALOGPS
logP	2.91	ALOGPS
logP	2.52	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	9.78	ChemAxon
pKa (Strongest Basic)	9.02	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	47.86 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	84.25 m³·mol⁻¹	ChemAxon
Polarizability	31.37 Å³	ChemAxon
Number of Rings	3	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	splash10-0002-2950000000-98d994688cae92ea0a0b	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0072-7953000000-578fe075a00a7a4d02b0	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-03di-4890000000-37817fa5f0f18f71350d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0090000000-f5257bc5fc7ab80d6c86	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-6190000000-51ab45cfce6d6cf7bc94	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0znd-7920000000-bcc3e60235210d193abc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0090000000-39ce2b3898232204803d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-1190000000-18c4ef9ee29cd0bea9d1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0007-9650000000-7b0c9ea52c5b916cb6c9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0090000000-0db20202647f4f8a9de6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-1090000000-83d909204d9b8366fffc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-008c-7960000000-dcf271875addd4ab9fbd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0090000000-18e93f9625f62017f8e6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0930000000-b6e55971aac85aabe446	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-006t-0900000000-52d5bc155c2a85191934	Spectrum