Isovanillin | CAS:621-59-0 | Manufacturer ChemFaces

Isovanillin

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Description:

Isovanillin is a reversible inhibitor of aldehyde oxidase. It is largely used as pharmaceutical intermediates and also applied in food and beverage industry, synthetic fragrances, chemical. Isovanillin is a selective inhibitor of aldehyde oxidase, is metabolized by aldehyde dehydrogenase into isovanillic acid ,and the LD50 (rat, ipr) is 1276 mg/kg.

Targets:

5-HT Receptor | AChR

In vivo:

Res Pharm Sci. 2014 Mar-Apr;9(2):83-9.

Antidiarrheal activities of isovanillin, iso-acetovanillon and Pycnocycla spinosa Decne ex.Boiss extract in mice.[Pubmed: 25657776]

Isovanillin and iso-acetovanillon are two phenolic components isolated from a number of plants including Pycnocycla spinosa. P. spinosa extract has antispasmodic and antidiarrheal activities. However, no comparative study has been done on antidiarrheal action of Isovanillin and iso- acetovanillon, so far. The aim of this study was to investigate antidiarrheal action of Isovanillin and iso-acetovanillon and their effects on small intestinal transit, for comparison with propantheline.
METHODS AND RESULTS:
Male mice (25-30 g), fasted over night with free access to water, were treated with test compounds or control (p.o.). Thirty min later castor oil (0.5 ml) was given orally to the animals. In another groups of animals MgSO4 (0.5 ml of 10% solution) was given first and half an hour later the test drugs were administered. Onset and number of wet defecations were recorded for each animal over 3.5 h after treatment with diarrhoea inducing agents. In another groups, intestinal transit of charcoal meal was determined following administration of the compounds. Isovanillin (2 mg/kg & 5 mg/kg), iso-acetovanillon (2 mg/kg & 5 mg/kg) and P. spinosa extract (5 mg/kg) delayed onset of diarrhoea and significantly reduced wet defecation induced by castor oil and MgSO4. They all had antidiarrheal effect similar to propantheline (5 mg/kg). Isovanillin, iso-acetovanillon and P. spinosa extract compared to control groups, significantly reduced small intestinal transit of charcoal meal.
CONCLUSIONS:
This study shows that antidiarrheal effect of P. spinosa extract is at least partially due to presence of two active compounds Isovanillin and iso-acetovanillon.

Isovanillin Description

Source:	The barks of Pinus yunnanensis
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Animal Research:

Res Pharm Sci. 2014 May-Jun;9(3):187-92.

Antispasmodic activity of isovanillin and isoacetovanillon in comparison with Pycnocycla spinosa Decne.exBoiss extract on rat ileum.[Pubmed: 25657788]

Isovanillin and isoacetovanillon are two components found in P. spinosa Decne.exBoiss extract with no previously reported effect on ileum contractions.
METHODS AND RESULTS:
Spasmolytic effect of Isovanillin and isoacetovanillon were examined on response to electrical field stimulation (EFS), acetylcholine (ACh) and 5-HT in strips of rat ileum. Longitudinal ileum strips were set up in an organ bath containing oxygenated Tyrode's solution. All strips that was contracted in response to EFS, acetylcholine or 5-HT showed relaxation in the presence of Isovanillin (5-320 μg/ml), or isoacetovanillon (5-320 μg/ml). Isovanillin and isoacetovanillon inhibited the response to 5-HT with IC50 values of 356±50μM and 622±110μM respectively. They reduced the response to EFS without significantly affecting the acetylcholine response. P. spinosa extract (5-160 μg/ml) in a concentration dependent manner reduced the response to 5-HT, acetylcholine and EFS.
CONCLUSIONS:
This study demonstrated that Isovanillin and isoacetovanillon are relaxant of ileum contractions induced by 5-HT and EFS and they have contribution to the relaxant effect of P. spinosa extract but other components are responsible for the inhibition of acetylcholine by the extract.

Structure Identification:

Org Biomol Chem. 2014 Apr 28;12(16):2552-8.

Isovanillin derived N-(un)substituted hydroxylamines possessing an ortho-allylic group: valuable precursors to bioactive N-heterocycles.[Pubmed: 24576957]

METHODS AND RESULTS:
The intramolecular 1,3-dipolar cycloaddition of Isovanillin derived N-aryl hydroxylamines possessing ortho-allylic dipolarophiles affords novel benzo analogues of tricyclic isoxazolidines that can be readily transformed into functionalized lactams, γ-aminoalcohols and oxazepines. The corresponding N-unsubstituted hydroxylamines give rise to tetrahydroisoquinolines.
CONCLUSIONS:
Anxiogenic properties of these compounds are tested in zebra fish.

Product Name	Isovanillin
Price:	$40 / 20mg
CAS No.:	621-59-0
Catalog No.:	CFN90358
Molecular Formula:	C₈H₈O₃
Molecular Weight:	152.15 g/mol
Purity:	>=98%
Type of Compound:	Phenols
Physical Desc.:	Powder
Source:	The barks of Pinus yunnanensis
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF Manual
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Inhibitors Compound Library Antidiarrheal Compound Library Anti-spasmodic Compound Library Phenols Compound Library AChR Inhibitor Library 5-HT Receptor Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	6.5725 mL	32.8623 mL	65.7246 mL	131.4492 mL	164.3115 mL
5 mM	1.3145 mL	6.5725 mL	13.1449 mL	26.2898 mL	32.8623 mL
10 mM	0.6572 mL	3.2862 mL	6.5725 mL	13.1449 mL	16.4312 mL
50 mM	0.1314 mL	0.6572 mL	1.3145 mL	2.629 mL	3.2862 mL
100 mM	0.0657 mL	0.3286 mL	0.6572 mL	1.3145 mL	1.6431 mL

CFN98680	2,4,5-Trimethoxybenzaldehyde	4460-86-0	196.2	C₁₀H₁₂O₄
CFN93158	Phenylacetaldehyde	122-78-1	120.2	C₈H₈O
CFN70004	Ethyl phenylacetate	101-97-3	164.2	C₁₀H₁₂O₂
CFN90476	Anisic aldehyde	123-11-5	136.14	C₈H₈O₂
CFN99957	Helicid	80154-34-3	284.26	C₁₃H₁₆O₇
CFN99450	3,4-Dihydroxybenzaldehyde	139-85-5	138.1	C₇H₆O₃
CFN90463	Vanillin	121-33-5	152.14	C₈H₈O₃
CFN90358	Isovanillin	621-59-0	152.15	C₈H₈O₃
CFN99315	Veratraldehyde	120-14-9	166.2	C₉H₁₀O₃
CFN90111	3,5-Dihydroxybenzaldehyde	26153-38-8	138.12	C₇H₆O₃