Myristicin supplier | CasNO.607-91-0

Name
Myristicin
EINECS 210-146-9
CAS No. 607-91-0
Density 1.137 g/cm³
Solubility
Melting Point <-20oC
Formula C₁₁H₁₂O₃
Boiling Point 276.5 °C at 760 mmHg
Molecular Weight 192.214
Flash Point 89.8 °C
Transport Information
Appearance
Safety 61
Risk Codes 52/53
Molecular Structure
Hazard Symbols R52/53:;
Synonyms 1,3-Benzodioxole,4-methoxy-6-(2-propenyl)- (9CI);Benzene,5-allyl-1-methoxy-2,3-(methylenedioxy)- (7CI,8CI);Myristicin (6CI);5-Allyl-1-methoxy-2,3-(methylenedioxy)benzene;6-Allyl-4-methoxy-1,3-benzodioxole;Myristicine;
PSA 27.69000
LogP 2.15240

Synthetic route

: 75-11-6
diiodomethane

: 4055-72-5
5-Hydroxyeugenol

: 607-91-0
myristicin

Conditions

Conditions	Yield
With potassium carbonate

: 4055-72-5
5-Hydroxyeugenol

: 74-95-3
1,2-dibromomethane

: 607-91-0
myristicin

Conditions

Conditions	Yield
With potassium carbonate
With potassium carbonate In acetone for 20h; Reflux;

: 75-11-6
diiodomethane

: 4055-72-5
5-Hydroxyeugenol

: 67-64-1
acetone

K2CO3: K2CO3

: 607-91-0
myristicin

Conditions

Conditions	Yield
unter Wasserstoff;

...Expand

: 97-53-0
4-allylguaiacol

: 607-91-0
myristicin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 2: alkaline aqueous H2O2 3: potassium carbonate View Scheme
Multi-step reaction with 3 steps 2: alkaline aqueous H2O2 3: potassium carbonate View Scheme
Multi-step reaction with 3 steps 1: hexan-1-amine / 6 h / Heating 2: dihydrogen peroxide; pyridine; sodium hydroxide / water / 1.5 h / 20 °C 3: potassium carbonate / acetone / 20 h / Reflux View Scheme

: 22934-51-6
5-allyl-2-hydroxy-3-methoxybenzaldehyde

: 607-91-0
myristicin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: alkaline aqueous H2O2 2: potassium carbonate View Scheme
Multi-step reaction with 2 steps 1: alkaline aqueous H2O2 2: potassium carbonate View Scheme
Multi-step reaction with 2 steps 1: dihydrogen peroxide; pyridine; sodium hydroxide / water / 1.5 h / 20 °C 2: potassium carbonate / acetone / 20 h / Reflux View Scheme

: 71186-63-5
2-allyloxy-3-methoxy-phenol

: 607-91-0
myristicin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 170 - 200 °C / unter Wasserstoff 2: potassium carbonate View Scheme
Multi-step reaction with 2 steps 1: 170 - 200 °C / unter Wasserstoff 2: potassium carbonate View Scheme

: 51066-05-8
2-(allyloxy)-6-methoxyphenol

: 607-91-0
myristicin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 170 - 200 °C / unter Wasserstoff 2: potassium carbonate View Scheme
Multi-step reaction with 2 steps 1: 170 - 200 °C / unter Wasserstoff 2: potassium carbonate View Scheme

: 607-91-0
myristicin

: 157426-98-7
2-bromo-1-(3-methoxy-4,5-methylenedioxyphenyl)propane

Conditions

Conditions	Yield
With hydrogen bromide at 20℃;	99.22%

: 607-91-0
myristicin

: 52811-28-6
4-methoxy-6-propyl-benzo[1,3]dioxole

Conditions

Conditions	Yield
With 1% Pd on activated carbon; hydrogen In water at 20℃; under 760.051 Torr; for 12h; Reagent/catalyst; Green chemistry; chemoselective reaction;	99%
With ethanol; palladium Hydrogenation;
With hydrogen In methanol at 20℃; under 15001.5 Torr; for 2h; Autoclave;

: 607-91-0
myristicin

: 14337-43-0
ethyl 2-chloro-2-(hydroxyimino)acetate

: 924859-11-0
ethyl 5-(3-methoxy-4,5-methylenedioxybenzyl)-4,5-dihydroisoxazole-3-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 24h;	69%

: 607-91-0
myristicin

: 38435-51-7
N-hydroxy-4-methoxy-benzenecarboximidoyl chloride

: 936080-17-0
5-[(7-methoxy-1,3-benzodioxol-5-yl)methyl]-3-(4-methoxyphen-yl)-4,5-dihydroisoxazole

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 17h;	68%
With triethylamine In dichloromethane for 24h;	67%

: 607-91-0
myristicin

: 619-72-7
4-nitrobenzonitrile

A: 4-methoxy-7-methyl-9-(4-nitrophenyl)-6,7-dihydro-2H-[1,3]dioxolo[4,5-h]isoquinoline

B: 4-methoxy-7-methyl-5-(4-nitrophenyl)-7,8-dihydro-2H-[1,3]dioxolo[4,5-g]isoquinoline

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In dichloromethane for 0.25h; Reflux;	A 20% B 55%

...Expand

: 607-91-0
myristicin

: 623-00-7
4-bromobenzenecarbonitrile

A: 9-(4-bromophenyl)-4-methoxy-7-methyl-6,7-dihydro-2H-[1,3]dioxolo[4,5-h]isoquinoline

B: 5-(4-bromophenyl)-4-methoxy-7-methyl-7,8-dihydro-2H-[1,3]dioxolo[4,5-g]isoquinoline

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In dichloromethane for 0.25h; Reflux;	A 10% B 54%

...Expand

: 607-91-0
myristicin

: 76897-04-6
3-(3-methoxy-4,5-methylenedioxy-phenyl)-2-propen-1-ol

Conditions

Conditions	Yield
With selenium(IV) oxide In 1,4-dioxane; water at 85℃; for 0.0833333h;	24%

: 607-91-0
myristicin

: 13674-05-0
MMDA

Conditions

Conditions	Yield
With ammonium hydroxide; Spirulina platensis phenylalanine ammonia-lyase In acetone at 37℃; for 1h; pH=8; Reagent/catalyst; Enzymatic reaction;	15.3%

: 556-64-9
methyl thiocyanate

: 607-91-0
myristicin

A: 4-methoxy-7-methyl-5-methylsulfanyl-7,8-dihydro-2H-[1,3]dioxolo[4,5-g]isoquinoline

B: 4-mMethoxy-7-methyl-9-methylsulfanyl-6,7-dihydro-2H-[1,3]dioxolo[4,5-h]isoquinoline

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In dichloromethane for 0.25h; Reflux;	A 10% B 2%

...Expand

: 917-64-6
methyl magnesium iodide

: 607-91-0
myristicin

: 2-ethoxy-4-allyl-6-methoxy-phenol

Conditions

Conditions	Yield
With benzene

: 607-91-0
myristicin

: 586-96-9
Nitrosobenzene

: 3-(7-methoxy-benzo[1,3]dioxol-5-yl)-acrylaldehyde-(N-phenyl oxime )

Conditions

Conditions	Yield
With diethyl ether im Dunkeln;

: 607-91-0
myristicin

: 18312-21-5
trans-isomyristicin

Conditions

Conditions	Yield
With potassium hydroxide
With sodium under 10 Torr; beim Destillieren;

: 607-91-0
myristicin

: 526-34-1
5-methoxy-3,4-methylenedioxybenzoic acid

Conditions

Conditions	Yield
With potassium permanganate; water
Multi-step reaction with 3 steps 1.1: tetrabutylammomium bromide; potassium hydroxide / 0.67 h / 100 °C 2.1: pyridine; ozone / methanol; chloroform / -15 - 0 °C 3.1: ammonium hydroxide; iodine / tetrahydrofuran; water / 16 h / 20 °C 3.2: 4 h / Reflux View Scheme
Multi-step reaction with 3 steps 1: tetrabutylammomium bromide; potassium hydroxide / 0.67 h / 100 °C 2: pyridine; ozone / methanol; chloroform / -15 - 0 °C 3: urea hydrogen peroxide adduct; sodium hydroxide / methanol; water / Reflux View Scheme
Multi-step reaction with 3 steps 1: tetrabutylammomium bromide; potassium hydroxide / 0.67 h / 100 °C / Neat (no solvent) 2: pyridine; ozone / methanol; chloroform / -15 °C 3: urea hydrogen peroxide adduct; sodium hydroxide / methanol; water / 1.5 h / Reflux View Scheme
Multi-step reaction with 3 steps 1: potassium hydroxide / 0.67 h / 100 °C 2: ozone; pyridine / methanol; chloroform / -15 °C 3: urea hydrogen peroxide adduct / methanol / 1.5 h / Reflux View Scheme

: 607-91-0
myristicin

A: 526-34-1
5-methoxy-3,4-methylenedioxybenzoic acid

B: 4408-61-1
(7-methoxy-benzo[1,3]dioxol-5-yl)-acetic acid

Conditions

Conditions	Yield
With potassium permanganate; ethanol; sodium sulfate Reagens 4: Magnesiumcarbonat;

: 607-91-0
myristicin

: 54306-09-1, 140385-38-2
2′,3′-dihydroxymyristicin

Conditions

Conditions	Yield
With potassium hydroxide; potassium permanganate

: 607-91-0
myristicin

: 1-iodo-3-(7-methoxy-benzo[1,3]dioxol-5-yl)-propan-2-ol

Conditions

Conditions	Yield
With ethanol; iodine; mercury(II) oxide

: 607-91-0
myristicin

: (7-methoxy-benzo[1,3]dioxol-5-yl)-acetaldehyde oxime

Conditions

Conditions	Yield
With palladium on activated charcoal; Lindlar's catalyst; ozone; ethyl acetate at -12℃; Erwaermen des Reaktionsprodukts mit Methanol, Hydroxylamin-hydrochlorid und wss. Kalilauge;

: 607-91-0
myristicin

: 52811-29-7
4,6-dibromo-5-(2,3-dibromo-propyl)-7-methoxy-benzo[1,3]dioxole

Conditions

Conditions	Yield
With bromine; acetic acid at 0℃;

: 607-91-0
myristicin

: myristicin nitrosite

Conditions

Conditions	Yield
With cis-nitrous acid

: 607-91-0
myristicin

: 93-61-8
N-methyl-N-phenylformamide

: 4-Methoxy-7,8-dihydronaphtho<2,3-d>-1,3-dioxol-6-carbaldehyd

Conditions

Conditions	Yield
With trichlorophosphate 1) chlorobenzene, 2 h, 0 deg C, 2) chlorobenzene, 80 h, r.t.; Yield given. Multistep reaction;

: 607-91-0
myristicin

A: 18312-21-5
trans-isomyristicin

B: (Z)-4-methoxy-6-(prop-2-enyl)benzo[d][1,3]dioxole

Conditions

Conditions	Yield
With potassium hydroxide In ethanol for 15h; Heating; Yield given. Yields of byproduct given;
With potassium hydroxide In ethanol for 15h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 607-91-0
myristicin

: 64-17-5
ethanol

: 7553-56-2
iodine

yellow mercury oxide: yellow mercury oxide

13-iodo-12-oxy-3-methoxy-4.5-methylenedioxy-1-propyl-benzene: 13-iodo-12-oxy-3-methoxy-4.5-methylenedioxy-1-propyl-benzene

...Expand

: 607-91-0
myristicin

: 1600-27-7
mercury(II) diacetate

: 7732-18-5
water

: 71-43-2
benzene

1-hydroxymethyl-2-<7-methoxy-benzo<1,3>dioxol-5-yl>-ethylmercury acetate: 1-hydroxymethyl-2-<7-methoxy-benzo<1,3>dioxol-5-yl>-ethylmercury acetate

...Expand

: 607-91-0
myristicin

: 60-29-7
diethyl ether

: 586-96-9
Nitrosobenzene

3-methoxy-4.5-methylenedioxy-cinnamaldoxime-N-phenyl ether: 3-methoxy-4.5-methylenedioxy-cinnamaldoxime-N-phenyl ether

...Expand

: 607-91-0
myristicin

: 7726-95-6
bromine

: 64-19-7
acetic acid

bz-dibromo-myristicin dibromide: bz-dibromo-myristicin dibromide

Conditions

Conditions	Yield
at 0℃;

...Expand

: 607-91-0
myristicin

alcoholic KOH-solution: alcoholic KOH-solution

isomyristicin: isomyristicin

Myristicin Specification

The Myristicin is an organic compound with the formula C₁₁H₁₂O₃. The IUPAC name of this chemical is 4-methoxy-6-prop-2-enyl-1,3-benzodioxole. With the CAS registry number 607-91-0, it is also named as 6-Allyl-4-methoxy-1,3-benzodioxole. The product's categories are Miscellaneous Natural Products; Aromatic Phenols. Besides, it should be stored in a closed cool and dry place.

It speculated myristicin could be metabolized to MMDA, a psychoactive drug related to MDA, in the liver. This speculation has never been confirmed and studies with the closely related compounds asarone and safrole demonstrated the proposed transamination reactions did not take place in humans. There are also data to suggest myristicin can alter the toxicity and/or metabolic pathway of some compounds and it is a weak MAOI.

Physical properties about Myristicin are: (1)ACD/LogP: 3.26; (2)ACD/LogD (pH 5.5): 3.26; (3)ACD/LogD (pH 7.4): 3.26; (4)ACD/BCF (pH 5.5): 178.18; (5)ACD/BCF (pH 7.4): 178.18; (6)ACD/KOC (pH 5.5): 1421.57; (7)ACD/KOC (pH 7.4): 1421.57; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 27.69 Å²; (11)Index of Refraction: 1.539; (12)Molar Refractivity: 53 cm³; (13)Molar Volume: 169 cm³; (14)Polarizability: 21.01×10^-24cm³; (15)Surface Tension: 39.8 dyne/cm; (16)Density: 1.137 g/cm³; (17)Flash Point: 89.8 °C Enthalpy of; (18)Vaporization: 49.43 kJ/mol; (19)Boiling Point: 276.5 °C at 760 mmHg; (20)Vapour Pressure: 0.00805 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O1c2cc(cc(OC)c2OC1)C\C=C
(2)InChI: InChI=1/C11H12O3/c1-3-4-8-5-9(12-2)11-10(6-8)13-7-14-11/h3,5-6H,1,4,7H2,2H3
(3)InChIKey: BNWJOHGLIBDBOB-UHFFFAOYAE
(4)Std. InChI: InChI=1S/C11H12O3/c1-3-4-8-5-9(12-2)11-10(6-8)13-7-14-11/h3,5-6H,1,4,7H2,2H3
(5)Std. InChIKey: BNWJOHGLIBDBOB-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cat	LDLo	oral	400mg/kg (400mg/kg)	BEHAVIORAL: GENERAL ANESTHETIC LIVER: FATTY LIVER DEGERATION	American Journal of Pharmacy Vol. 80, Pg. 563, 1909.
guinea pig	LDLo	subcutaneous	2gm/kg (2000mg/kg)	BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS LIVER: OTHER CHANGES	American Journal of Pharmacy Vol. 80, Pg. 563, 1909.
human	TDLo	oral	5700ug/kg (5.7mg/kg)	BEHAVIORAL: WAKEFULNESS BEHAVIORAL: EUPHORIA BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"	Journal of Neuropsychiatry. Vol. 2, Pg. 205, 1961.
rabbit	LDLo	subcutaneous	900mg/kg (900mg/kg)	BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS LIVER: OTHER CHANGES	American Journal of Pharmacy Vol. 80, Pg. 563, 1909.
rat	LD50	oral	4260mg/kg (4260mg/kg)		Journal of Agricultural and Food Chemistry. Vol. 30, Pg. 563, 1982.

Product Name

Myristicin

Synthetic route

Myristicin Specification

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