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Cas Database

88142-60-3

88142-60-3

Identification

  • Product Name:7H-Dibenzo[de,h]quinolin-7-one,4,5,6,9-tetramethoxy-

  • CAS Number: 88142-60-3

  • EINECS:

  • Molecular Weight:351.359

  • Molecular Formula: C20H17NO5

  • HS Code:2933990090

  • Mol File:88142-60-3.mol

Synonyms:Bianfugenine;Dauriporphine

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

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Relevant articles and documentsAll total 2 Articles be found

A novel approach to oxoisoaporphine alkaloids via regioselective metalation of alkoxy isoquinolines

Melzer, Benedikt C.,Bracher, Franz

, p. 1564 - 1571 (2017/08/14)

Oxoisoaporphine alkaloids are conveniently prepared via direct ring metalation of alkoxy-substituted isoquinolines at C-1, followed by reaction with iodine. Subsequent Suzuki cross-coupling of the resulting 1-iodoisoquinolines to methyl 2-(isoquinolin-1-y

The structure of 2,3-dihydromenisporphine and the synthesis of dauriporphine, oxoisoaporphine alkaloids from Menispermum dauricum DC

Kunitomo,Kaede,Satoh

, p. 2778 - 2782 (2007/10/02)

-

Process route upstream and downstream products

Process route

6-hydroxy-4,5,9-trimethoxy-7H-dibenzo<de,h>quinolin-7-one
100009-82-3

6-hydroxy-4,5,9-trimethoxy-7H-dibenzoquinolin-7-one

methyl iodide
74-88-4

methyl iodide

4,5,7,9-tetramethoxy-6H-dibenzo<de,h>quinolin-6-one
100009-81-2

4,5,7,9-tetramethoxy-6H-dibenzoquinolin-6-one

dauriporphine
88142-60-3

dauriporphine

Conditions
Conditions Yield
With silver(l) oxide; In methanol; chloroform; for 6h; Reflux;
49%
29%
With silver(l) oxide; In methanol; chloroform; at 60 ℃; for 12h; Yield given. Yields of byproduct given; Heating;
With silver(l) oxide; In methanol; chloroform; at 60 ℃; for 12h; Yield given. Yields of byproduct given;
2-(2,3,4-trimethoxyphenyl)ethylamine
3937-16-4

2-(2,3,4-trimethoxyphenyl)ethylamine

dauriporphine
88142-60-3

dauriporphine

Conditions
Conditions Yield
Multi-step reaction with 6 steps
1: 86.9 percent / 10 percent NaOH / diethyl ether / 1 h / 0 °C
2: 90.2 percent / POCl3 / toluene / 2.5 h / 120 - 140 °C / Heating
3: 89.2 percent / dimethylformamide / 5 h / 180 °C
4: 40 percent ethanolic KOH / 40 h / Heating
5: polyphosphoric acid / 2 h / 130 °C
6: Ag2O / methanol; CHCl3 / 12 h / 60 °C
With potassium hydroxide; sodium hydroxide; PPA; silver(l) oxide; trichlorophosphate; In methanol; diethyl ether; chloroform; N,N-dimethyl-formamide; toluene;
1-(2'-cyano-4'-methoxyphenyl)-5,6,7-trimethoxyisoquinoline
100009-78-7

1-(2'-cyano-4'-methoxyphenyl)-5,6,7-trimethoxyisoquinoline

dauriporphine
88142-60-3

dauriporphine

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: 40 percent ethanolic KOH / 40 h / Heating
2: polyphosphoric acid / 2 h / 130 °C
3: Ag2O / methanol; CHCl3 / 12 h / 60 °C
With potassium hydroxide; PPA; silver(l) oxide; In methanol; chloroform;
1-(2'-bromo-4'-methoxyphenyl)-5,6,7-trimethoxy-3,4-dihydroisoquinoline
100009-80-1

1-(2'-bromo-4'-methoxyphenyl)-5,6,7-trimethoxy-3,4-dihydroisoquinoline

dauriporphine
88142-60-3

dauriporphine

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1: 89.2 percent / dimethylformamide / 5 h / 180 °C
2: 40 percent ethanolic KOH / 40 h / Heating
3: polyphosphoric acid / 2 h / 130 °C
4: Ag2O / methanol; CHCl3 / 12 h / 60 °C
With potassium hydroxide; PPA; silver(l) oxide; In methanol; chloroform; N,N-dimethyl-formamide;
5-Methoxy-2-(5,6,7-trimethoxy-isoquinolin-1-yl)-benzoic acid
100009-77-6

5-Methoxy-2-(5,6,7-trimethoxy-isoquinolin-1-yl)-benzoic acid

dauriporphine
88142-60-3

dauriporphine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: polyphosphoric acid / 2 h / 130 °C
2: Ag2O / methanol; CHCl3 / 12 h / 60 °C
With PPA; silver(l) oxide; In methanol; chloroform;
N-(2',3',4'-trimethoxyphenethyl)-2-bromo-4-methoxybenzamide
100009-74-3

N-(2',3',4'-trimethoxyphenethyl)-2-bromo-4-methoxybenzamide

dauriporphine
88142-60-3

dauriporphine

Conditions
Conditions Yield
Multi-step reaction with 5 steps
1: 90.2 percent / POCl3 / toluene / 2.5 h / 120 - 140 °C / Heating
2: 89.2 percent / dimethylformamide / 5 h / 180 °C
3: 40 percent ethanolic KOH / 40 h / Heating
4: polyphosphoric acid / 2 h / 130 °C
5: Ag2O / methanol; CHCl3 / 12 h / 60 °C
With potassium hydroxide; PPA; silver(l) oxide; trichlorophosphate; In methanol; chloroform; N,N-dimethyl-formamide; toluene;
1-(2'-methoxycarbonyl-4'-methoxyphenyl)-5,6,7-trimethoxyisoquinoline
100009-76-5

1-(2'-methoxycarbonyl-4'-methoxyphenyl)-5,6,7-trimethoxyisoquinoline

4,5,7,9-tetramethoxy-6H-dibenzo<de,h>quinolin-6-one
100009-81-2

4,5,7,9-tetramethoxy-6H-dibenzoquinolin-6-one

dauriporphine
88142-60-3

dauriporphine

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: hydrogenchloride / water / 2.5 h / 115 °C
2: Eaton’s reagent / 2 h / 90 °C
3: silver(l) oxide / methanol; chloroform / 6 h / Reflux
With hydrogenchloride; Eaton’s reagent; silver(l) oxide; In methanol; chloroform; water;
5-Methoxy-2-(5,6,7-trimethoxy-isoquinolin-1-yl)-benzoic acid
100009-77-6

5-Methoxy-2-(5,6,7-trimethoxy-isoquinolin-1-yl)-benzoic acid

4,5,7,9-tetramethoxy-6H-dibenzo<de,h>quinolin-6-one
100009-81-2

4,5,7,9-tetramethoxy-6H-dibenzoquinolin-6-one

dauriporphine
88142-60-3

dauriporphine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: Eaton’s reagent / 2 h / 90 °C
2: silver(l) oxide / methanol; chloroform / 6 h / Reflux
With Eaton’s reagent; silver(l) oxide; In methanol; chloroform;
5,6,7-trimethoxyisoquinoline
36982-71-5

5,6,7-trimethoxyisoquinoline

4,5,7,9-tetramethoxy-6H-dibenzo<de,h>quinolin-6-one
100009-81-2

4,5,7,9-tetramethoxy-6H-dibenzoquinolin-6-one

dauriporphine
88142-60-3

dauriporphine

Conditions
Conditions Yield
Multi-step reaction with 5 steps
1.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran; toluene / 4 h / 25 °C / Schlenk technique; Inert atmosphere
1.2: 1 h / 0 - 25 °C / Schlenk technique; Inert atmosphere
2.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / tetrahydrofuran; water / 24 h / Reflux; Inert atmosphere
3.1: hydrogenchloride / water / 2.5 h / 115 °C
4.1: Eaton’s reagent / 2 h / 90 °C
5.1: silver(l) oxide / methanol; chloroform / 6 h / Reflux
With hydrogenchloride; tetrakis(triphenylphosphine) palladium(0); 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; Eaton’s reagent; potassium carbonate; silver(l) oxide; In tetrahydrofuran; methanol; chloroform; water; toluene; 2.1: |Suzuki Coupling;
1-iodo-5,6,7-trimethoxyisoquinoline

1-iodo-5,6,7-trimethoxyisoquinoline

4,5,7,9-tetramethoxy-6H-dibenzo<de,h>quinolin-6-one
100009-81-2

4,5,7,9-tetramethoxy-6H-dibenzoquinolin-6-one

dauriporphine
88142-60-3

dauriporphine

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / tetrahydrofuran; water / 24 h / Reflux; Inert atmosphere
2: hydrogenchloride / water / 2.5 h / 115 °C
3: Eaton’s reagent / 2 h / 90 °C
4: silver(l) oxide / methanol; chloroform / 6 h / Reflux
With hydrogenchloride; tetrakis(triphenylphosphine) palladium(0); Eaton’s reagent; potassium carbonate; silver(l) oxide; In tetrahydrofuran; methanol; chloroform; water; 1: |Suzuki Coupling;

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