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Home> Encyclopedia >Organic Acid>Pharmaceutical Intermediates>Organic Intermediate
4-Aminobenzoic acid structure
4-Aminobenzoic acid structure

4-Aminobenzoic acid

Iupac Name:4-aminobenzoic acid
CAS No.: 150-13-0
Molecular Weight:137.13598
Modify Date.: 2022-10-28 09:16
Introduction: 4-Aminobenzoic acid (also known as para-aminobenzoic acid or PABA because the number 4 carbon in the benzene ring is also known as the para position) is an organic compound with the formula H2NC6H4CO2H. PABA is a white solid, although commercial samples can appear gray. It is slightly soluble in water. It consists of a benzene ring substituted with amino and a carboxyl groups. The compound occurs naturally. The potassium salt is used as a drug against fibrotic skin disorders, such as Peyronie's disease, under the trade name Potaba. PABA is also occasionally used in pill form by sufferers of irritable bowel syndrome to treat its associated gastrointestinal symptoms, and in nutritional epidemiological studies to assess the completeness of 24-hour urine collection for the determination of urinary sodium, potassium, or nitrogen levels. View more+
1. Names and Identifiers
1.1 Name
4-Aminobenzoic acid
1.2 Synonyms

4-carboxyanilin Conivaptan hydrochkoride Impurity B EINECS 205-753-0 Folic acid Impurity MFCD00007894 PABA,Vitamin Bx,Vitamin H1 The aMino acid

1.3 CAS No.
1.4 CID
1.6 Molecular Formula
C7H7NO2 (isomer)
1.7 Inchi
1.8 InChkey
1.9 Canonical Smiles
1.10 Isomers Smiles
2. Properties
2.1 Density
2.1 Melting point
2.1 Boiling point
339.9 °C at 760 mmHg
2.1 Refractive index
2.1 Flash Point
159.4 °C
2.1 Precise Quality
2.1 PSA
2.1 logP
2.1 Solubility
95% ethanol: soluble5%, clear to slightly hazy, colorless to yellow
2.2 Appearance
White to off white crystalline powder
2.3 Storage
Air Sensitive. Light Sensitive. Ambient temperatures.
2.4 Chemical Properties
White to off white crystalline powder
2.5 Color/Form
Monoclinic prisms from dilute alcohol
Light buff crystals; white when pure
Yellowish to red crystals or prisms
White or slightly yellow crystals or crystalline powder
2.6 Odor
2.7 PH
pH (0.5% solution): 3.5
2.8 pKa
2.50, 4.87(at 25℃)
2.9 Water Solubility
4.7 g/L (20 oC)
2.10 Spectral Properties
Maximum absorption (water): 266 nm (absorbance of one gram per 100 ml contained in a cell having an absorption path of one cm = 1070); isopropanol: 288 nm (absorbance of one gram per 100 ml contained in a cell having an absorption path of one cm = 137).
MASS: 3477 (NIST/EPA/MSDC Mass Spectral Database, 1990 Version)
IR: 5714 m (Coblentz Society Spectral Collection)
UV: 441 (Sadtler Research Laboratories Spectral Collection)
1H-NMR: 6944 (Sadtler Research Laboratories Spectral Collection)
2.11 Stability
Stable. Incompatible with strong oxidizing agents. Combustible. Sensitive to light and air. May discolour on exposure to light.
2.12 StorageTemp
3. Use and Manufacturing
3.1 Definition
ChEBI: An aminobenzoic acid in which the amino group is para to the carboxy group.
3.2 General Description
Colorless crystals that discolor on exposure to light and air.
3.3 Purification Methods
Purify p-aminobenzoic acid by dissolving it in 4-5% aqueous HCl at 50-60o, decolorising with charcoal and carefully precipitating it with 30% Na2CO3 to pH 3.5-4 in the presence of ascorbic acid. It can be recrystallised from water, EtOH or EtOH/water mixtures. [Beilstein 14 IV 1126.] 4-Aminobenzoic acid Preparation Products And Raw materials Preparation Products
3.4 Usage
octyl dimethyl PABA (padimate-O; p-aminobenzoic acid) is an FDA-approved sunscreen chemical whose InCI name is now ethylhexyl dimethyl PABA.gastric acid secretion inhibitor
4. Safety and Handling
4.1 Symbol
4.1 Hazard Codes
4.1 Signal Word
4.1 Risk Statements
4.1 Safety Statements
4.1 Exposure Standards and Regulations
Sunscreen active ingredients. The active ingredient of the product consists of any of the following, within the concentration specified for each ingredient, and the finished product provides a minimum SPF value of not less than 2 as measured by the testing procedures established in subpart D of this part: (a) Aminobenzoic acid (PABA) up to 15 percent.
4.2 Packing Group
4.2 Octanol/Water Partition Coefficient
log Kow = 0.83
4.3 Hazard Declaration
4.3 DisposalMethods
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
4.4 Safety Profile
Moderately toxic by ingestion and intravenous routes. Ingesting large doses can cause nausea, vomiting, skin rash, methemoglobinemia, and possibly toxic hepatitis. Experimental reproductive effects. Mutation data reported. Questionable carcinogen. Combustible. When heated to decomposition it emits toxic fumes of NO,. A topical sunscreen.
4.5 Caution Statement
P261-P280-P305 + P351 + P338
4.5 Formulations/Preparations
Sunscreens are available in a variety of dosage forms and formulations. ? Because these formulations frequently change and the manufacturers often are reluctant to reveal specific ingredients in their formulations, a listing of commercially available sunscreens is not included in this monograph.
Technical, National Formulary
Capsules and tablets (as the potassium salt), 500 mg; Packets (as the potassium salt) 2 g; Powder
Topical Cream, Aminobenzoic Acid 4% and Titanium Dioxide 12%, Solar SPF 15 (SPF 15), Doak; Lipstick, Aminobenzoic Acid 5% and Red Pertolatum, RVPaba (SPF 10), Elder; Lotion, Aminobenzoic Acid 5%, Oxybenzone 3%, and Padimate O 5%, PreSun 15 Sunscreen Lotion (with SD alcohol 40 58%; SPF 15), Westwood-Squibb.
4.6 WGK Germany
4.6 Reactivities and Incompatibilities
Incompatible with ferric salts and oxidizing agents.
4.7 Safety

Hazard Codes:?HarmfulXn,Xi
Risk Statements: 22-36/37/38-43
R22: Harmful if swallowed.?
R36/37/38: Irritating to eyes, respiratory system and skin.?
R43: May cause sensitization by skin contact.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 3
RTECS: DG1400000
HS Code: 29224995

4.8 Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Dusts at sufficient concentrations can form explosive mixtures with air.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.?
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Store and handle protected from air.
Storage: Store in a cool, dry place. Do not store in direct sunlight. Store in a tightly closed container. Keep under a nitrogen blanket.

4.9 Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 1gm/kg (1000mg/kg) ? Proceedings of the Society for Experimental Biology and Medicine. Vol. 49, Pg. 184, 1942.

Proceedings of the Society for Experimental Biology and Medicine. Vol. 49, Pg. 184, 1942.
rabbit LD50 intravenous 2gm/kg (2000mg/kg) ? Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 1, Pg. 71, 1942.
rabbit LD50 oral 1830mg/kg (1830mg/kg) ? Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 10, Pg. 289, 1951.
rat LD50 intraperitoneal > 3450mg/kg (3450mg/kg) ? Bollettino Chimico Farmaceutico. Vol. 112, Pg. 53, 1973.
rat LD50 oral > 6gm/kg (6000mg/kg) ? Proceedings of the Society for Experimental Biology and Medicine. Vol. 49, Pg. 184, 1942.


2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Eye irritation, Category 2

2.2 GHS label elements, including precautionary statements

Signal word


Hazard statement(s)

H302 Harmful if swallowed

H319 Causes serious eye irritation

Precautionary statement(s)

P264 Wash ... thoroughly after handling.

P270 Do not eat, drink or smoke when using this product.

P280 Wear protective gloves/protective clothing/eye protection/face protection.


P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell.

P330 Rinse mouth.

P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P337+P313 If eye irritation persists: Get medical advice/attention.




P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification


9. Other Information
9.0 Usage
4-Aminobenzoic acid acts as a gastric acid secretion inhibitor. It is employed as an intermediate in the synthesis of folate (Vitamin BX), azo dyes and cross linking agents. It is also useful in biomedical sector for the preparation of local anesthetic and ointments. It is widely used in industries to make pharmaceutical products, flavors and preservatives. It is actively involved as a UV-blocking ingredient in sun tan cosmetics.
10. Computational chemical data
  • Molecular Weight: 137.13598g/mol
  • Molecular Formula: C7H7NO2
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 137.047678466
  • Monoisotopic Mass: 137.047678466
  • Complexity: 128
  • Rotatable Bond Count: 1
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Topological Polar Surface Area: 63.3
  • Heavy Atom Count: 10
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
11. Question & Answer
  • WHAT OTHER NAMES IS PARA-AMINOBENZOIC ACID (PABA) KNOWN BY? 4-Aminobenzoic Acid, ABA, Acide 4-aminobenzoïque, Acide Aminobenzoïque, Acide p-aminobenzoïque, Acide Para-Amino-Benzoïque, Acide Paraaminobenzoïque, Acide Para-Aminobenzoïque, Acido Para Aminobenzoico, Aminob...
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