35285-69-9

Basic information

• Product Name: 4-Hydroxybenzoic acid propyl ester sodium salt
• Synonyms: SODIUM PROPYL 4-HYDROXYBENZOATE;SODIUM PROPYL HYDROXYBENZOATE;Sodium propylparaben;SODIUM PROPYL-P-HYDROXYBENZOATE;PROPYLPARABEN SODIUM;PROPYL PARABEN SODIUM SALT;PROPYL P-HYDROXYBENZOATE SODIUM SALT;PROPYL 4-HYDROXYBENZOATE SODIUM
• CAS NO: 35285-69-9
• Molecular Formula: C₁₀H₁₁O₃*Na
• Molecular Weight: 202.18
• EINECS: 252-488-1
• Product Categories: Aromatic Esters;API;Cosmetics
• Mol File: 35285-69-9.mol

Chemical Properties

• Melting Point: 302°C
• Boiling Point: 294.3 °C at 760 mmHg
• Flash Point: 124.6 °C
• Appearance: /
• Density: 1.24 g/cm3 (25 °C)
• Vapor Pressure: 0.00093mmHg at 25°C
• Storage Temp.: Store at +15°C to +25°C.
• Solubility: Freely soluble in water, sparingly soluble in ethanol (96 per cent), practically insoluble in methylene chloride.
• PKA: 8.46[at 20 ℃]
• Water Solubility: 1000g/L at 23℃
• Stability: Hygroscopic
• CAS DataBase Reference: 4-Hydroxybenzoic acid propyl ester sodium salt(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxybenzoic acid propyl ester sodium salt(35285-69-9)
• EPA Substance Registry System: 4-Hydroxybenzoic acid propyl ester sodium salt(35285-69-9)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 2
• RTECS: DH2850000
• Hazardous Substances Data: 35285-69-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Hydroxybenzoic acid propyl ester sodium salt is used as a preservative for its antimicrobial properties, which help maintain the sterility and shelf life of various pharmaceutical products. It is particularly effective against a broad range of microorganisms, including bacteria, yeasts, and molds.
4-Hydroxybenzoic acid propyl ester sodium salt is also used as an excipient in the pharmaceutical industry. As an excipient, it serves as a carrier or inactive ingredient in various pharmaceutical formulations, enhancing the stability, solubility, and overall performance of the final product.

Production Methods

Propylparaben sodium is produced from benzoic acid.

Flammability and Explosibility

Notclassified

Pharmaceutical Applications

Propylparaben sodium is used as an antimicrobial or antifungal preservative in oral pharmaceuticals and in many water-based cosmetics. It is generally used in combination with other paraben esters.

Contact allergens

This substance is one of the parabens family. Parabens are esters formed by p-hydroxybenzoic acid and an alcohol. They are largely used as biocides in cosmetics and toiletries, medicaments, or food. They have synergistic power with other biocides. Parabens can induce allergic contact dermatitis, mainly in chronic dermatitis and wounded skin.

Safety

Propylparaben sodium is used in oral pharmaceuticals and cosmetics. The pure form is toxic by the IV route and moderately toxic by ingestion and the IP route. Propylparaben sodium may cause asthma, rashes, and hyperactivity. LD50 (mouse, IP): 0.49 g/kg LD50 (mouse, IV): 0.18 g/kg LD50 (mouse, oral): 3.7 g/kg

storage

Propylparaben sodium is stable under normal conditions. It decomposes on heating. Store in a tightly closed container.

Incompatibilities

The activity of propylparaben sodium can be adversely affected by the presence of other excipients or active ingredients, such as atropine, essential oils, iron, magnesium trisilicate, talc, polysorbate 80 and other nonionic surfactants, sorbitol, weak alkalis, and strong acids.

Regulatory Status

Included in the FDA Inactive Ingredients Database (oral capsules, tablets, suspensions). Accepted for use as a food additive in Europe. Included in nonparenteral medicines (oral capsules, mixtures, orodispersible tablets, solutions and suspensions; cutaneous emulsions) licensed in the UK.

InChI:InChI=1/C10H12O3.Na/c1-2-7-13-10(12)8-3-5-9(11)6-4-8;/h3-6,11H,2,7H2,1H3;/q;+1/p-1

Synthetic route

nipasol (94-13-3) → sodium propyl paraben (35285-69-9)

Conditions	Yield
With sodium hydride In diethylene glycol dimethyl ether Product distribution / selectivity;

sodium propyl paraben (35285-69-9) + sorbinyl chloride (2614-88-2) → 4-((2E,4E)-Hexa-2,4-dienoyloxy)-benzoic acid propyl ester (88973-91-5)

Conditions	Yield
	85%

1-(2-hydroxyethyl)-2-pyrrolidinone (3445-11-2) + polydichlorophosphazene + sodium propyl paraben (35285-69-9) → poly{[2-(2-oxo-1-pyrrolidinyl)ethoxy](4-carboxylatophenoxy)phosphazene}

Conditions	Yield
Stage #1: 1-(2-hydroxyethyl)-2-pyrrolidinone With sodium hydride In 1,4-dioxane Stage #2: sodium propyl paraben In 1,4-dioxane; diethylene glycol dimethyl ether at 20℃; Stage #3: polydichlorophosphazene With potassium hydroxide; water more than 3 stages;	75%

polydichlorophosphazene + sodium 1-(2-hydroxyethyl)-2-pyrrolidone (866641-89-6) + sodium propyl paraben (35285-69-9) → poly{[2-(2-oxo-1-pyrrolidinyl)ethoxy](4-carboxylatophenoxy)phosphazene}

Conditions	Yield
Stage #1: polydichlorophosphazene; sodium propyl paraben In diethylene glycol dimethyl ether at 50 - 100℃; for 3h; Stage #2: sodium 1-(2-hydroxyethyl)-2-pyrrolidone In 1,4-dioxane; diethylene glycol dimethyl ether at 50℃; for 20h; Stage #3: With hydrogenchloride; potassium hydroxide; water; ammonium bicarbonate more than 3 stages;	38.6%

nipasol (94-13-3) + sodium propyl paraben (35285-69-9) → poly[di(4-propoxycarbonylphenoxy)phosphazene]; monomer(s): sodium propyl paraben; propyl 4-hydroxybenzoate

Conditions	Yield
With poly(dichlorophosphazene) In diethylene glycol dimethyl ether for 8h; Heating;

Upstream product

• 94-13-3 nipasol 

Downstream Products

• 88973-91-5 4-((2E,4E)-Hexa-2,4-dienoyloxy)-benzoic acid propyl ester 

Relevant articles and documents

Biodegradable polyphosphazenes containing pyrrolidone side groups

Biodegradable polyphosphazene polymers containing pyrrolidone side groups, and the biomedical use of such polyphosphazene polymers are disclosed.