CAS 148-53-8|3-Methoxysalicylaldehyde

Introduction：Basic information about CAS 148-53-8|3-Methoxysalicylaldehyde, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. 3-Methoxysalicylaldehyde BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Customs
7. Articles27
8. Synonyms

Common Name	3-Methoxysalicylaldehyde
CAS Number	148-53-8	Molecular Weight	152.147
Density	1.2±0.1 g/cm3	Boiling Point	265.5±0.0 °C at 760 mmHg
Molecular Formula	C₈H₈O₃	Melting Point	40-42 °C(lit.)
MSDS	ChineseUSA	Flash Point	94.0±15.3 °C
Symbol	GHS07	Signal Word	Warning

Names

Name	ortho-vanillin
Synonym	More Synonyms

3-Methoxysalicylaldehyde BiologicalActivity

Description	o-Vanillin (2-Vanillin) is a nature product, could be extracted from Vanilla planifolia, Pinus koraiensis fruit. o-Vanillin is a potent antifungal agent. o-Vanillin inhibits the growth of mycelia by disrupting the integrity of cell walls and cell membranes. o-Vanillin inhibits Doxorubicin (HY-15142A)- and 4-hydroperoxycyclophosphamide-induced NF-κB activation[1][2].
Related Catalog	Research Areas >>CancerResearch Areas >>InfectionSignaling Pathways >>Anti-infection >>Fungal
In Vitro	o-Vanillin (2-Vanillin; 0-125 μg/mL; 24-72 h) inhibits the mycelial growth of A. flavus in a dose-dependent manner[1]. o-Vanillin (0-100 μg/mL; 48 h; A. flavus) changes the morphology of mycelia and induces irregular shrinkage of the mycelia[1]. o-Vanillin (0-100 μg/mL; A. flavus) decreases the protein content of the cell wall surface and the content of β-1,3-glucan[1]. o-Vanillin (0-100 μg/mL; A. flavus) destroys cell membrane integrity. o-Vanillin releases cell constituents and decreases extracellular pH value[1]. o-Vanillin (0-100 μg/mL) could effectively inhibit the growth of A. flavus on corn kernels[1]. o-Vanillin (0-250 μM) inhibits doxorubicin-mediated induction of NFĸB activity by 65% in A375/NFĸB-Luc cells. o-Vanillin suppresses 4-HC-induced activity by 43%[2].
In Vivo	o-Vanillin (2-Vanillin; 60 mg/kg; p.o.; daily, for 5 d) inhibits tumor growth in mice bearing A375 human melanoma xenografts[2]. Animal Model: Male NSG mice with A375 human melanoma xenografts (12-16 weeks of age)[2] Dosage: 60 mg/kg Administration: Oral administration; daily, for 5 days Result: Delayed the growth of A375 human melanoma xenografts in immunodeficient NSG mice.

Chemical & Physical Properties

Density	1.2±0.1 g/cm3
Boiling Point	265.5±0.0 °C at 760 mmHg
Melting Point	40-42 °C(lit.)
Molecular Formula	C₈H₈O₃
Molecular Weight	152.147
Flash Point	94.0±15.3 °C
Exact Mass	152.047348
PSA	46.53000
LogP	1.40
Vapour Pressure	0.0±0.5 mmHg at 25°C
Index of Refraction	1.588
InChIKey	JJVNINGBHGBWJH-UHFFFAOYSA-N
SMILES	COc1cccc(C=O)c1O
Water Solubility	slightly soluble

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CU6530000

CHEMICAL NAME :: Benzaldehyde, 2-hydroxy-3-methoxy-

CAS REGISTRY NUMBER :: 148-53-8

BEILSTEIN REFERENCE NO. :: 0471913

LAST UPDATED :: 199701

DATA ITEMS CITED :: 9

MOLECULAR FORMULA :: C8-H8-O3

MOLECULAR WEIGHT :: 152.16

WISWESSER LINE NOTATION :: VHR BQ CO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

REFERENCE :: FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,563,1982

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration into the eye

SPECIES OBSERVED :: Rodent - rabbit

REFERENCE :: FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,573,1982

TYPE OF TEST :: Rinsed with water

ROUTE OF EXPOSURE :: Administration into the eye

SPECIES OBSERVED :: Rodent - rabbit

REFERENCE :: FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,573,1982 ** ACUTE TOXICITY DATA **

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 347 mg/kg

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

REFERENCE :: COREAF Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. (Paris, France) V.1-261, 1835-1965. For publisher information, see CRASEV. Volume(issue)/page/year: 243,609,1956

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1330 mg/kg

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

REFERENCE :: IJANDP International Journal of Andrology. (Scriptor Publisher ApS, 15 Gasvaerksvej, DK-1656 Copenhagen V, Denmark) V.1- 1978- Volume(issue)/page/year: 10,741,1987

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 400 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory stimulation

REFERENCE :: COREAF Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. (Paris, France) V.1-261, 1835-1965. For publisher information, see CRASEV. Volume(issue)/page/year: 238,2576,1954

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 430 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory stimulation

REFERENCE :: COREAF Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. (Paris, France) V.1-261, 1835-1965. For publisher information, see CRASEV. Volume(issue)/page/year: 238,2576,1954

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 400 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory stimulation

REFERENCE :: COREAF Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. (Paris, France) V.1-261, 1835-1965. For publisher information, see CRASEV. Volume(issue)/page/year: 238,2576,1954

Safety Information

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H302-H315-H319-H335
Precautionary Statements	P261-P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xi:Irritant
Risk Phrases	R36/37/38
Safety Phrases	S23-S36-S24/25
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	CU6530000
HS Code	29124900

Customs

HS Code	2912499000
Summary	2912499000. other aldehyde-ethers, aldehyde-phenols and aldehydes with other oxygen function. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:5.5%. General tariff:30.0%

Articles27

3D-QSAR and molecular docking studies of benzaldehyde thiosemicarbazone, benzaldehyde, benzoic acid, and their derivatives as phenoloxidase inhibitors.

Bioorg. Med. Chem. 15 , 2006-15, (2007)

Phenoloxidase (PO), also known as tyrosinase, is a key enzyme in insect development, responsible for catalyzing the hydroxylation of tyrosine into o-diphenols and the oxidation of o-diphenols into o-q...

A chemical screening approach reveals that indole fluorescence is quenched by pre-fibrillar but not fibrillar amyloid-beta.

Bioorg. Med. Chem. Lett. 19 , 4952-7, (2009)

Aggregated amyloid-beta (Abeta) peptide is implicated in the pathology of Alzheimer's disease. In vitro and in vivo, these aggregates are found in a variety of morphologies, including globular oligome...

Design, synthesis and characterization of novel binary V(V)-Schiff base materials linked with insulin-mimetic vanadium-induced differentiation of 3T3-L1 fibroblasts to adipocytes. Structure-function correlations at the molecular level.

J. Inorg. Biochem. 147 , 99-115, (2015)

Among the various roles of vanadium in the regulation of intracellular signaling, energy metabolism and insulin mimesis, its exogenous activity stands as a contemporary challenge currently under inves...

Synonyms

2-Hydroxy-3-(methyloxy)benzaldehyde

ORTHO-VANILLIN

VHR BQ CO1

Benzaldehyde, 2-hydroxy-3-methoxy-

2-Hydroxy-m-anisaldehyde

EINECS 205-715-3

o-Vanillin

3-Methoxysalicylaldehyde

MFCD00003322

2-Hydroxy-3-methoxybenzaldehyde

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