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Syringaldehyde

Syringaldehyde structure

CAS No:
134-96-3
Formula:
C9H10O4
Chemical Name:
Syringaldehyde
Synonyms:
Benzaldehyde,4-hydroxy-3,5-dimethoxy-;4-Hydroxy-3,5-dimethoxybenzaldehyde;3,5-Dimethoxy-4-hydroxybenzaldehyde;4-Formyl-2,6-dimethoxyphenol;Gallaldehyde 3,5-dimethyl ether;Syringaldehyde;Syringic aldehyde;Cedar aldehyde;2,6-Dimethoxy-4-formylphenol;NSC 41153;SM 707;VND 3207;4-Formylsyringol
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1].

Very pale green needles; Alcoholic aroma

Syringaldehyde is a hydroxybenzaldehyde that is 4-hydroxybenzaldehyde substituted by methoxy groups at positions 3 and 5. Isolated from Pisonia aculeata and Panax japonicus var. major, it exhibits hypoglycemic activity. It has a role as a hypoglycemic agent and a plant metabolite. It is a hydroxybenzaldehyde and a dimethoxybenzene.

Syringaldehyde Basic Attributes

Molecular Weight：

182.17

Exact Mass：

182.17

EC Number：

205-167-5

UNII：

2ZR01KTT21

NSC Number：

41153

DSSTox ID：

DTXSID2059643

HScode：

2912499000

Characteristics

PSA：

55.8

XLogP3：

Appearance：

Very pale green needles; Alcoholic aroma

Density：

1.2±0.1 g/cm3

Melting Point：

113 °C

Boiling Point：

192-193°C at 760 mmHg

Flash Point：

130.1±20.0 °C

Refractive Index：

1.568

Water Solubility：

Insoluble in water

Storage Conditions：

Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

Vapor Pressure：

0.000151mmHg at 25°C

Safety Information

Packing level：

I; II; III

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

R36/37/38

safety instructions：

S26-S37/39

RTECS Number：

CU5760000

Marks：

Xi:Irritant;

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H302-H315-H319-H335

GHS Classification：

|Warning|H302 (97.62%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 1428 companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

2,6-dimethoxy-4-formylphenol

Syringaldehyde Use and Manufacturing

Manufacturing Info：

Benzaldehyde, 4-hydroxy-3,5-dimethoxy-: ACTIVE

Use Classification：

Food additives -> Flavoring Agents|Flavoring Agents -> JECFA Flavorings Index

Food Additive Classes：

Flavoring Agents

Computed Properties

Molecular Weight:182.17
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:182.05790880
Monoisotopic Mass:182.05790880
Topological Polar Surface Area:55.8
Heavy Atom Count:13
Complexity:157
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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