Methyl 4-hydroxybenzoate

Modify Date: 2025-08-21 12:15:46

Methyl 4-hydroxybenzoate Structure
Methyl 4-hydroxybenzoate structure
Common Name Methyl 4-hydroxybenzoate
CAS Number 99-76-3 Molecular Weight 152.147
Density 1.2±0.1 g/cm3 Boiling Point 265.5±13.0 °C at 760 mmHg
Molecular Formula C8H8O3 Melting Point 125-128 °C(lit.)
MSDS Chinese USA Flash Point 116.4±12.6 °C

 Use of Methyl 4-hydroxybenzoate


Methyl Paraben, isolated from the barks of Tsuga dumosa the methyl ester of p-hydroxybenzoic acid, is a standardized chemical allergen. Methyl Paraben is a stable, non-volatile compound used as an antimicrobial preservative in foods, drugs and cosmetics. The physiologic effect of Methyl Paraben is by means of increased histamine release, and cell-mediated immunity[1].

 Names

Name methylparaben
Synonym More Synonyms

 Methyl 4-hydroxybenzoate Biological Activity

Description Methyl Paraben, isolated from the barks of Tsuga dumosa the methyl ester of p-hydroxybenzoic acid, is a standardized chemical allergen. Methyl Paraben is a stable, non-volatile compound used as an antimicrobial preservative in foods, drugs and cosmetics. The physiologic effect of Methyl Paraben is by means of increased histamine release, and cell-mediated immunity[1].
Related Catalog
References

[1]. Soni MG, et al. Evaluation of the health aspects of methyl paraben: a review of the published literature. Food Chem Toxicol. 2002 Oct;40(10):1335-73.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 265.5±13.0 °C at 760 mmHg
Melting Point 125-128 °C(lit.)
Molecular Formula C8H8O3
Molecular Weight 152.147
Flash Point 116.4±12.6 °C
Exact Mass 152.047348
PSA 46.53000
LogP 1.87
Vapour Pressure 0.0±0.6 mmHg at 25°C
Index of Refraction 1.547
InChIKey LXCFILQKKLGQFO-UHFFFAOYSA-N
SMILES COC(=O)c1ccc(O)cc1
Stability Stable. Incompatible with strong oxidizing agents, strong bases.
Freezing Point 131℃

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DH2450000
CHEMICAL NAME :
Benzoic acid, p-hydroxy-, methyl ester
CAS REGISTRY NUMBER :
99-76-3
BEILSTEIN REFERENCE NO. :
0509801
LAST UPDATED :
199701
DATA ITEMS CITED :
13
MOLECULAR FORMULA :
C8-H8-O3
MOLECULAR WEIGHT :
152.16
WISWESSER LINE NOTATION :
QR DVO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>8 gm/kg
TOXIC EFFECTS :
Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage) Behavioral - ataxia
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
960 mg/kg
TOXIC EFFECTS :
Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage) Behavioral - somnolence (general depressed activity) Behavioral - ataxia
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
6 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
3 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Cytogenetic analysis
TEST SYSTEM :
Rodent - hamster Fibroblast
DOSE/DURATION :
500 mg/L
REFERENCE :
ESKHA5 Eisei Shikenjo Hokoku. Bulletin of the Institute of Hygienic Sciences. (Kokuritsu Eisei Shikenjo Kagaku, 18-1 Bushitsu Johobu, Setagaya-ku, Tokyo 158, Japan) V.1- 1886- Volume(issue)/page/year: (96),55,1978 *** REVIEWS *** TOXICOLOGY REVIEW ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 4,575,1954 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 80461 No. of Facilities: 4469 (estimated) No. of Industries: 33 No. of Occupations: 50 No. of Employees: 57029 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 80461 No. of Facilities: 15369 (estimated) No. of Industries: 94 No. of Occupations: 117 No. of Employees: 590361 (estimated) No. of Female Employees: 398916 (estimated)

 Safety Information

Hazard Statements H412
Precautionary Statements P273
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi,Xn
Risk Phrases R36/37/38
Safety Phrases S26-S36-S24/25
RIDADR UN 2769
WGK Germany 1
RTECS DH2450000
HS Code 2918290000

 Synthetic Route

 Customs

HS Code 2918290000
Summary HS: 2918290000 other carboxylic acids with phenol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) VAT:17.0% MFN tariff:6.5% General tariff:30.0%

 Articles79

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 Methyl 4-hydroxybenzoateBioassay

View more

Name: Primary qHTS assay for inhibitors of alpha-synuclein gene (SNCA) expression
Source: NCGC
External Id: SNCA-p-activity-luciferase
Name: Fluorescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_AG_FLUO8_1536_1X%ACT PRUN
Name: Dissociation constant was determined at pH 7.2
Source: ChEMBL
Target: N/A
External Id: CHEMBL632407
Name: Dissociation constant (pKa)
Source: ChEMBL
Target: N/A
External Id: CHEMBL875369
Name: Mouse TRPA1 (Transient Receptor Potential channels)
Source: IUPHAR-DB
Target: TRPA1 (Transient Receptor Potential channels) [Mus musculus]
External Id: 485_Mouse
Name: Fluorescence-based cell-based primary high throughput screening assay to identify pos...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_PAM_FLUO8_1536_1X%ACT PRUN
Name: qHTS for Inhibitors of TGF-b: Cytotox Counterscreen
Source: NCGC
Target: N/A
External Id: SMAD3201
Name: uHTS identification of cystic fibrosis induced NFkb Inhibitors in a fluoresence assay
Source: Burnham Center for Chemical Genomics
Target: cystic fibrosis transmembrane conductance regulator [Homo sapiens]
External Id: SBCCG-A764-CF-PAF-Primary-Assay
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 Synonyms

methyl p-hydroxybenzoate
4-Hydroxybenzoic acid, methyl ester
4-(Carbomethoxy)phenol
Mekkings M
Benzoic acid, 4-hydroxy-, methyl ester
Methylparaben
4-(Methoxycarbonyl)phenol
Methyl parahydroxybenzoate
Killitol
Methyl chemosept
Methyl-4-hydroxybenzoate
p-Hydroxybenzoic acid methyl ester
methyl para-hydroxybenzoate
4-Hydroxybenzoic Acid Methyl Ester
EINECS 202-785-7
Methyl 4-hydroxybenzoate
Benzoic acid, p-hydroxy-, methyl ester
Nipagin
4-Hydroxy-benzoic acid methyl ester
Metagin
p-Hydroxybenzoic acid, methyl ester
p-Hydroxybenzoic methyl ester
Methyl parasept
Tegosept M
4-Hydroxybenzoic acid methylester
MFCD00002352
Methyl Paraben
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