Ethyl vanillate

Names

[ CAS No. ]:
617-05-0

[ Name ]:
Ethyl vanillate

[Synonym ]:
3-methoxy-4-hydroxybenzoic acid ethyl ester
Ethyl vanillate
Ethyl 4-hydroxy-3-methoxybenzoate
EINECS 210-503-9
Benzoic acid,4-hydroxy-3-methoxy-,ethyl ester
Benzoic acid, 4-hydroxy-3-methoxy-, ethyl ester
4-Hydroxy-3-methoxybenzoic acid ethyl ester
3-methoxy-4-hydroxy-ethyl benzoate
VANILLIC ACID,ETHYL ESTER
Ethyl-4-hydroxy-3-methoxybenzolcarboxylat
ethyl-3-methoxy-4-hydroxybenzoate
MFCD00017269

Biological Activity

[Description]:

Ethyl Vanillate is a fungicidal agent. Ethyl Vanillate inhibits 17β-HSD2 with an IC50 1.3 µM[1][2].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Fungal

[Target]

IC50: 1.3 µM (17β-HSD2)[1]

[References]

[1]. Engeli RT, et al. Interference of Paraben Compounds with Estrogen Metabolism by Inhibition of 17β-Hydroxysteroid Dehydrogenases. Int J Mol Sci. 2017 Sep 19;18(9). pii: E2007.

[2]. COHEN R, et al. Four new fungicides for Coccidioides immitis: 1. Sodium caprylate. 2. Ethyl vanillate 3. Fradicin. 4. Thiolutin. Arch Pediatr. 1951 Jun;68(6):259-64.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
292.0±0.0 °C at 760 mmHg

[ Melting Point ]:
43-45°C

[ Molecular Formula ]:
C₁₀H₁₂O₄

[ Molecular Weight ]:
196.200

[ Flash Point ]:
122.4±15.8 °C

[ Exact Mass ]:
196.073563

[ PSA ]:
55.76000

[ LogP ]:
2.07

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.528

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: YW5425000

CHEMICAL NAME :: Vanillic acid, ethyl ester

CAS REGISTRY NUMBER :: 617-05-0

BEILSTEIN REFERENCE NO. :: 2100025

LAST UPDATED :: 199709

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C10-H12-O4

MOLECULAR WEIGHT :: 196.22

WISWESSER LINE NOTATION :: 2OVR DQ CO1

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 :: 2 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: HBTXAC "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59 Volume(issue)/page/year: 1,138,1955

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 56 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#06395

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 3 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: HBTXAC "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59 Volume(issue)/page/year: 1,138,1955

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
22-36/37/38

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
YW5425000

[ HS Code ]:
2918990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2918990090

[ Summary ]:
2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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