Identification

Summary

Aminobenzoic acid is a drug used to reduce the progression of penile deviation in Peyronie's Disease in adults.

Generic Name
Aminobenzoic acid
DrugBank Accession Number
DB02362
Background

A member of the vitamin B complex. It used to be common in sunscreening agents until found to also be a sensitizer. The potassium salt is used therapeutically in fibrotic skin disorders.

Type
Small Molecule
Groups
Approved, Experimental
Structure
Thumb
Weight
Average: 137.136
Monoisotopic: 137.047678473
Chemical Formula
C7H7NO2
Synonyms
  • 1-Amino-4-carboxybenzene
  • 4-aminobenzoic acid
  • 4-Carboxyaniline
  • Aminobenzoic acid
  • p-Aminobenzoic acid
  • p-Carboxyaniline
  • p-Carboxyphenylamine
  • para-Aminobenzoic acid

Pharmacology

Indication

Not Available

Pharmacology
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Associated Conditions
Contraindications & Blackbox Warnings
Contraindications
Avoid life-threatening adverse drug events
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
Up-hydroxybenzoate hydroxylase
substrate
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
Adverseeffects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
No interactions found.

Products

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Product Ingredients
IngredientUNIICASInChI Key
Aminobenzoate potassium41KZS5432U138-84-1MZKKJVZIFIQOPP-UHFFFAOYSA-M
Aminobenzoate sodium75UI7QUZ5J555-06-6XETSAYZRDCRPJY-UHFFFAOYSA-M
International/Other Brands
Pabagel (Owen) / Pabalate (Robins) / Pabanol (Elder)
Brand Name Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
Potaba Cap 0.5gmCapsule500 mgOralGlenwood Inc.1985-12-312015-06-18Canada flag
Potaba Pwr 2gm/pckPowder2 g / pckOralGlenwood Inc.1986-12-312012-06-29Canada flag
Potaba Tab 0.5gmTablet500 mgOralGlenwood Inc.1985-12-312014-07-31Canada flag
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
MENOPACE KAPSUL, 30 ADETAminobenzoic acid (30 mg) + Ascorbic acid (45 mg) + Biotin (30 mcg) + Boron (2 mg) + Chromium picolinate (50 mcg) + Copper (1 mg) + Cyanocobalamin (9 mcg) + Folic acid (400 mcg) + Iodine (225 mcg) + Iron (12 mg) + Magnesium (100 mg) + Manganese (2 mg) + Niacin (20 mg) + Pantothenic acid (30 mg) + Pyridoxine (40 mg) + Riboflavin (5 mg) + Selenium (100 mcg) + Thiamine (10 mg) + Vitamin A (750 mcg) + Vitamin D (2.5 mcg) + Vitamin E (30 mg) + Zinc (15 mg)CapsuleOralNOBEL İLAÇ SAN. VE TİC. A.Ş.2020-08-142020-05-28Turkey flag
Neutral C + Coenzyme Q10 Plus Vitamins & MineralsAminobenzoic acid (15 mg / cap) + Calcium ascorbate (320 mg / cap) + Cyanocobalamin (150 mcg / cap) + Folic acid (0.5 mg / cap) + Magnesium oxide (50 mg / cap) + Potassium gluconate (3 mg / cap) + Pyridoxine hydrochloride (25 mg / cap) + Sodium selenite (40 mcg / cap) + Ubidecarenone (10 mg / cap)CapsuleOralNew Vision Nutritionals Company1998-06-072002-11-20Canada flag
Presun 15 LotionAminobenzoic acid (5 %) + Oxybenzone (3 %) + Padimate O (5 %)LotionTopicalWestwood Squibb, Division Of Bristol Myers Squibb Canada Inc.1991-12-311997-08-11Canada flag

Categories

ATC Codes
D02BA01 — Aminobenzoic acidD11AX23 — Aminobenzoate potassium
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
Aminobenzoic acids
Alternative Parents
Benzoic acids / Benzoyl derivatives / Aniline and substituted anilines / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Primary amines / Organopnictogen compounds / Organooxygen compounds / Organic oxides
show 1 more
Substituents
Amine / Amino acid / Amino acid or derivatives / Aminobenzoic acid / Aniline or substituted anilines / Aromatic homomonocyclic compound / Benzoic acid / Benzoyl / Carboxylic acid / Carboxylic acid derivative
show 9 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
aminobenzoic acid (CHEBI:30753)
Affected organisms
Not Available

Chemical Identifiers

UNII
TL2TJE8QTX
CAS number
150-13-0
InChI Key
ALYNCZNDIQEVRV-UHFFFAOYSA-N
InChI
InChI=1S/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10)
IUPAC Name
4-aminobenzoic acid
SMILES
NC1=CC=C(C=C1)C(O)=O

References

Synthesis Reference

Si-Joon Lee, Hee-Young Jung, "Alpha-tocopherol 4-aminobenzoic acid ester compounds and method for preparing the same." U.S. Patent US6222051, issued January, 1986.

US6222051
General References
Not Available
Human Metabolome Database
HMDB0001392
KEGG Drug
D02456
KEGG Compound
C00568
PubChem Compound
978
PubChem Substance
46504695
ChemSpider
953
BindingDB
50145829
RxNav
74
ChEBI
30753
ChEMBL
CHEMBL542
ZINC
ZINC000000000920
PDBe Ligand
PAB
Wikipedia
Aminobenzoic_acid
PDB Entries
1ius / 1iut / 1iuu / 1pbd / 2dza / 3q2a / 3tyz / 5z79 / 6day / 7r86

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
TabletOral
Tablet, film coatedOral
CapsuleOral
CapsuleOral500 mg
PowderOral2 g / pck
TabletOral500 mg
PowderOral
LotionTopical
Capsule, gelatin coatedOral
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)188.5 °CPhysProp
water solubility6110 mg/L (at 30 °C)YALKOWSKY,SH & HE,Y (2003)
logP0.83HANSCH,C ET AL. (1995)
logS-0.4ADME Research, USCD
pKa2.38 (at 25 °C)KORTUM,G ET AL (1961)
Predicted Properties
PropertyValueSource
Water Solubility4.41 mg/mLALOGPS
logP0.78ALOGPS
logP0.8ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)4.77ChemAxon
pKa (Strongest Basic)2.69ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity38.01 m3·mol-1ChemAxon
Polarizability13.44 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.957
Blood Brain Barrier+0.8436
Caco-2 permeable+0.7127
P-glycoprotein substrateNon-substrate0.8718
P-glycoprotein inhibitor INon-inhibitor0.9933
P-glycoprotein inhibitor IINon-inhibitor0.9847
Renal organic cation transporterNon-inhibitor0.9312
CYP450 2C9 substrateNon-substrate0.8483
CYP450 2D6 substrateNon-substrate0.9026
CYP450 3A4 substrateNon-substrate0.8251
CYP450 1A2 substrateNon-inhibitor0.87
CYP450 2C9 inhibitorNon-inhibitor0.9046
CYP450 2D6 inhibitorNon-inhibitor0.9844
CYP450 2C19 inhibitorNon-inhibitor0.9552
CYP450 3A4 inhibitorNon-inhibitor0.9397
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9841
Ames testNon AMES toxic0.9482
CarcinogenicityNon-carcinogens0.5373
BiodegradationReady biodegradable0.637
Rat acute toxicity1.3620 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9841
hERG inhibition (predictor II)Non-inhibitor0.9781
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-00yl-1960000000-b22b04854c131470802a
GC-MS Spectrum - GC-MS (1 TMS)GC-MSsplash10-0fkc-2900000000-dec9b6851633ff2c426c
GC-MS Spectrum - GC-MS (2 TMS)GC-MSsplash10-00yl-2890000000-b299bfaaed61286c2ff6
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-0079-9600000000-075c262f1e5d23ef097d
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00yl-1960000000-b22b04854c131470802a
GC-MS Spectrum - GC-MSGC-MSsplash10-0fkc-2900000000-dec9b6851633ff2c426c
GC-MS Spectrum - GC-MSGC-MSsplash10-00yl-2890000000-b299bfaaed61286c2ff6
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00yl-1960000000-4d7d9e3e3a7a741c72ca
Mass Spectrum (Electron Ionization)MSsplash10-00dr-8900000000-bface88b2e77a7dce6e1
MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)LC-MS/MSsplash10-00ku-4900000000-ab0d2860a4f23e4fcad4
MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)LC-MS/MSsplash10-00mo-9100000000-667a53f89529678400c7
MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)LC-MS/MSsplash10-014i-9000000000-0bbc34587525655f98ef
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, NegativeLC-MS/MSsplash10-000i-0900000000-8f6c193895f5adf391be
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, NegativeLC-MS/MSsplash10-0006-9200000000-78f63538a3011f036551
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, NegativeLC-MS/MSsplash10-0006-9000000000-521edb7d484c452d0da3
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, NegativeLC-MS/MSsplash10-0006-9000000000-7ae0035594587960bab7
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, NegativeLC-MS/MSsplash10-00kf-9000000000-35088605171b150e8b08
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, PositiveLC-MS/MSsplash10-00di-3900000000-d67f9d252f758529a83c
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, PositiveLC-MS/MSsplash10-00di-1900000000-e4d34d9516fe889137f6
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, PositiveLC-MS/MSsplash10-00di-6900000000-387d1a3c2d588c6f8552
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, PositiveLC-MS/MSsplash10-00r6-9200000000-9ef61d003f891b00406f
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, PositiveLC-MS/MSsplash10-014i-9000000000-eaf693e5f0cde39a548e
LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , PositiveLC-MS/MSsplash10-000i-7900000000-225973eab49386396fa9
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-000i-0900000000-8f6c193895f5adf391be
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0006-9200000000-78f63538a3011f036551
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0006-9000000000-521edb7d484c452d0da3
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0006-9000000000-7ae0035594587960bab7
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-00kf-9000000000-35088605171b150e8b08
MS/MS Spectrum - , negativeLC-MS/MSsplash10-000l-9600000000-ef69fcedbeb369c649bc
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-00di-3900000000-d67f9d252f758529a83c
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-00di-1900000000-e4d34d9516fe889137f6
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-00di-6900000000-387d1a3c2d588c6f8552
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-00r6-9200000000-44f89c955a931e23991a
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-014i-9000000000-eaf693e5f0cde39a548e
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-000i-7900000000-225973eab49386396fa9
1H NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
[1H,1H] 2D NMR Spectrum2D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Targets

Drugtargets2
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Kind
Protein group
Organism
Not Available
Pharmacological action
Unknown
Actions
Substrate
General Function
Fad binding
Specific Function
Not Available

Components:
References
  1. Anderson RF, Patel KB, Stratford MR: Absorption spectra of radicals of substrates for p-hydroxybenzoate hydroxylase following electrophilic attack of the .OH radical in the 3 position. J Biol Chem. 1987 Dec 25;262(36):17475-9. [Article]

Drug created at June 13, 2005 13:24 / Updated at May 22, 2021 06:01