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Obovatol, a natural chemical compound derived from the medicinal plants Magnolia obovata and Magnolia officinalis, is known for its potential health benefits. It exhibits anti-inflammatory, anti-cancer, and neuroprotective properties, along with antioxidant activity that may help protect cells from oxidative stress. As a promising therapeutic agent, obovatol is being explored for its potential applications in treating various diseases, including cancer, cardiovascular diseases, and neurodegenerative disorders.

83864-78-2

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83864-78-2 Usage

Uses

Used in Pharmaceutical Industry:
Obovatol is used as an anti-inflammatory agent for its ability to reduce inflammation and alleviate symptoms associated with inflammatory conditions.
Used in Oncology:
Obovatol is used as an anti-cancer agent for its potential to inhibit tumor growth and progression, making it a candidate for cancer treatment and prevention.
Used in Cardiovascular Medicine:
Obovatol is used as a cardioprotective agent for its potential to protect the heart and blood vessels from oxidative stress and other harmful effects, contributing to the prevention and treatment of cardiovascular diseases.
Used in Neurology:
Obovatol is used as a neuroprotective agent for its potential to shield neurons from damage and degeneration, offering therapeutic benefits in the treatment of neurodegenerative disorders.
Used in Antioxidant Formulations:
Obovatol is used as an antioxidant in health supplements and formulations to support overall health by combating oxidative stress and promoting cellular protection.

Check Digit Verification of cas no

The CAS Registry Mumber 83864-78-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,3,8,6 and 4 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 83864-78:
(7*8)+(6*3)+(5*8)+(4*6)+(3*4)+(2*7)+(1*8)=172
172 % 10 = 2
So 83864-78-2 is a valid CAS Registry Number.
InChI:InChI=1/C18H18O3/c1-3-5-13-7-9-15(10-8-13)21-17-12-14(6-4-2)11-16(19)18(17)20/h3-4,7-12,19-20H,1-2,5-6H2

83864-78-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name Obovatol

1.2 Other means of identification

Product number -
Other names 5-allyl-3-(4-allyl-phenoxy)benzene-1,2-diol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:83864-78-2 SDS

83864-78-2Synthetic route

Conditions
ConditionsYield
With trifluoroacetic acid In benzene
Conditions
ConditionsYield
With trifluoroacetic acid In benzene for 10h; Ambient temperature;A 7 mg
B 2 mg
obovatol
83864-78-2

obovatol

5-propyl-3-(4-propylphenoxy)benzene-1,2-diol
83864-79-3

5-propyl-3-(4-propylphenoxy)benzene-1,2-diol

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In ethanol at 20℃; for 24h;95%
With hydrogen; palladium on activated charcoal In acetone at 20℃;90%
With hydrogen; palladium on activated charcoal In methanol Ambient temperature;
With ethanol; palladium on activated charcoal
obovatol
83864-78-2

obovatol

methyl iodide
74-88-4

methyl iodide

3-(4-allylphenoxy)-5-allyl-2-methoxyphenol
1146930-80-4

3-(4-allylphenoxy)-5-allyl-2-methoxyphenol

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; for 5h;90%
obovatol
83864-78-2

obovatol

3-(4-((E)-prop-1-enyl)phenoxy)-5-((E)-prop-1-enyl)benzene-1,2-diol
1146930-90-6

3-(4-((E)-prop-1-enyl)phenoxy)-5-((E)-prop-1-enyl)benzene-1,2-diol

Conditions
ConditionsYield
palladium dichloride In methanol at 20℃; for 5h;90%
formaldehyd
50-00-0

formaldehyd

obovatol
83864-78-2

obovatol

Ethyl nipecotate
71962-74-8

Ethyl nipecotate

C27H33NO5

C27H33NO5

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;89%
acetic anhydride
108-24-7

acetic anhydride

obovatol
83864-78-2

obovatol

obovatol diacetate
83864-81-7

obovatol diacetate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 0.333333h;82%
In pyridine Ambient temperature;
morpholine
110-91-8

morpholine

formaldehyd
50-00-0

formaldehyd

obovatol
83864-78-2

obovatol

C23H27NO4

C23H27NO4

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;70%
formaldehyd
50-00-0

formaldehyd

4-ethoxycarbonylpiperazine
120-43-4

4-ethoxycarbonylpiperazine

obovatol
83864-78-2

obovatol

C26H32N2O5

C26H32N2O5

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;58%
formaldehyd
50-00-0

formaldehyd

obovatol
83864-78-2

obovatol

3-Methylpiperidine
626-56-2, 53152-98-0

3-Methylpiperidine

C25H31NO3

C25H31NO3

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;58%
formaldehyd
50-00-0

formaldehyd

obovatol
83864-78-2

obovatol

4-(3-methoxyphenyl)piperazine
16015-71-7

4-(3-methoxyphenyl)piperazine

C30H34N2O4

C30H34N2O4

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;51%
4-methylpiperidin
626-58-4

4-methylpiperidin

formaldehyd
50-00-0

formaldehyd

obovatol
83864-78-2

obovatol

C25H31NO3

C25H31NO3

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;49%
1-methyl-piperazine
109-01-3

1-methyl-piperazine

formaldehyd
50-00-0

formaldehyd

obovatol
83864-78-2

obovatol

C24H30N2O3

C24H30N2O3

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;45%
formaldehyd
50-00-0

formaldehyd

4-phenyl-1-piperazine
92-54-6

4-phenyl-1-piperazine

obovatol
83864-78-2

obovatol

C29H32N2O3

C29H32N2O3

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;44%
4-ethylpiperazine
5308-25-8

4-ethylpiperazine

formaldehyd
50-00-0

formaldehyd

obovatol
83864-78-2

obovatol

C25H32N2O3

C25H32N2O3

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;43%
formaldehyd
50-00-0

formaldehyd

1-(3-Methylphenyl)piperazine
41186-03-2

1-(3-Methylphenyl)piperazine

obovatol
83864-78-2

obovatol

C30H34N2O3

C30H34N2O3

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;42%
formaldehyd
50-00-0

formaldehyd

4-phenylpiperidine
771-99-3

4-phenylpiperidine

obovatol
83864-78-2

obovatol

C30H33NO3

C30H33NO3

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;42%
isonipecotic acid methyl ester
2971-79-1

isonipecotic acid methyl ester

formaldehyd
50-00-0

formaldehyd

obovatol
83864-78-2

obovatol

C26H31NO5

C26H31NO5

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;40%
formaldehyd
50-00-0

formaldehyd

obovatol
83864-78-2

obovatol

2-Methylpiperidin
109-05-7, 3000-79-1

2-Methylpiperidin

C25H31NO3

C25H31NO3

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;39%
pyrrolidine
123-75-1

pyrrolidine

formaldehyd
50-00-0

formaldehyd

obovatol
83864-78-2

obovatol

C23H27NO3

C23H27NO3

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;39%
formaldehyd
50-00-0

formaldehyd

4-benzylpyperidine
31252-42-3

4-benzylpyperidine

obovatol
83864-78-2

obovatol

C31H35NO3

C31H35NO3

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;38%
N-acetylpiperidine
13889-98-0

N-acetylpiperidine

formaldehyd
50-00-0

formaldehyd

obovatol
83864-78-2

obovatol

C25H30N2O4

C25H30N2O4

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;36%
3,5-dimethylpiperidine
35794-11-7

3,5-dimethylpiperidine

formaldehyd
50-00-0

formaldehyd

obovatol
83864-78-2

obovatol

C26H33NO3

C26H33NO3

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;35%
1-(2-methoxyethyl)piperazine
13484-40-7

1-(2-methoxyethyl)piperazine

formaldehyd
50-00-0

formaldehyd

obovatol
83864-78-2

obovatol

C26H34N2O4

C26H34N2O4

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;35%
formaldehyd
50-00-0

formaldehyd

obovatol
83864-78-2

obovatol

dimethyl amine
124-40-3

dimethyl amine

C21H25NO3

C21H25NO3

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;33%
In ethanol; water at 40 - 60℃; Mannich Aminomethylation;
formaldehyd
50-00-0

formaldehyd

obovatol
83864-78-2

obovatol

diethylamine
109-89-7

diethylamine

C23H29NO3

C23H29NO3

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;32%
Thiomorpholin
123-90-0

Thiomorpholin

formaldehyd
50-00-0

formaldehyd

obovatol
83864-78-2

obovatol

C23H27NO3S

C23H27NO3S

Conditions
ConditionsYield
In ethanol; water Mannich Aminomethylation; Reflux;32%
dichloromethane
75-09-2

dichloromethane

obovatol
83864-78-2

obovatol

6-Allyl-4-(4-allyl-phenoxy)-benzo[1,3]dioxole
83864-84-0

6-Allyl-4-(4-allyl-phenoxy)-benzo[1,3]dioxole

Conditions
ConditionsYield
With sodium hydroxide In dimethyl sulfoxide at 120℃; for 2.5h;
obovatol
83864-78-2

obovatol

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

obovatol acetonide
83864-83-9

obovatol acetonide

Conditions
ConditionsYield
In benzene for 2h; Heating;
obovatol
83864-78-2

obovatol

methyl iodide
74-88-4

methyl iodide

dimethylovobatol
83864-82-8

dimethylovobatol

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;

83864-78-2Upstream product

83864-78-2Relevant academic research and scientific papers

NEUROTROPHIC SESQUITERPENE-NEOLIGNANS FROM MAGNOLIA OBOVATA: STRUCTURE AND NEUROTROPHIC ACTIVITY

Fukuyama, Yoshiyasu,Otoshi, Yukio,Miyoshi, Kumi,Nakamura, Kazuhiko,Kodama, Mitsuaki,et al.

, p. 377 - 392 (2007/10/02)

Novel sesquiterpene-neolignans, eudesobovatols A (1) and B (2), eudesmagnolol (3), eudeshonokiols A (4) and B (5), clovanemagnolol (6), and caryolanemagnolol (7), have been isolated from the bark of Magnolia obovata.Their structures were elucidated to be sesquiterpenes (eudesmol, 4,4,8-trimethyltricyclo2,5>dodecane-1,9-diol, and clovanediol) combined through ether bond with neolignans such as obovatol, honokiol, and magnolol on the basis of spectral data, degradation, and/or synthesis.Compounds 1, 6, and 7 were found to exhibit interesting neurotrophic activity on a neuronal cell culture system derived from fetal rat hemisphere.

NOVEL NEUROTROPHIC SESQUITERPENE-NEOLIGNANS FROM MAGNOLIA OBOVATA

Fukuyama, Yoshiyasu,Otoshi, Yukio,Kodama, Mitsuaki,Hasegawa, Takashi,Okazaki, Hiroshi,Nagasawa, Masakazu

, p. 5907 - 5910 (2007/10/02)

Novel sesquiterpene-neolignans, eudesobovatols A (1) and B (2) isolated from Magnolia obovata have been assigned structures on the basis of detailed spectroscopic analyses and chemical degradation, and eudesobovatol A has been found to exhibit neurotrophic activity at 1E-5 M 1E-7 M on neuronal cell culture system of fetal rat cerebral hemisphere.

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