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72830-08-1

72830-08-1

Identification

  • Product Name:3,4-Dimethoxy-2-pyridinemethanol

  • CAS Number: 72830-08-1

  • EINECS:

  • Molecular Weight:169.18

  • Molecular Formula: C8H11NO3

  • HS Code:2933399090

  • Mol File:72830-08-1.mol

Synonyms:2-Hydroxymethyl-3,4-dimethoxypyridine;3,4-Dimethoxy-2-(hydroxymethyl)pyridine;

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi

  • Hazard Codes:Xi

  • 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

Supplier and reference price

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  • Manufacture/Brand:Usbiological
  • Product Description:3,4-Dimethoxy-2-pyridinemethanol
  • Packaging:1g
  • Price:$ 403
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:3,4-Dimethoxy-2-pyridinemethanol
  • Packaging:25g
  • Price:$ 320
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  • Manufacture/Brand:TRC
  • Product Description:3,4-Dimethoxy-2-pyridinemethanol
  • Packaging:100mg
  • Price:$ 75
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:3,4-Dimethoxy-2-hydroxymethylpyridine
  • Packaging:5 g
  • Price:$ 45
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:3,4-Dimethoxy-2-hydroxymethylpyridine
  • Packaging:25 g
  • Price:$ 183
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  • Manufacture/Brand:Medical Isotopes, Inc.
  • Product Description:3,4-Dimethoxy-2-pyridinemethanol
  • Packaging:10 g
  • Price:$ 1380
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  • Manufacture/Brand:Medical Isotopes, Inc.
  • Product Description:3,4-Dimethoxy-2-pyridinemethanol
  • Packaging:1 g
  • Price:$ 610
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  • Manufacture/Brand:Crysdot
  • Product Description:(3,4-Dimethoxypyridin-2-yl)methanol 98%
  • Packaging:100g
  • Price:$ 353
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  • Manufacture/Brand:Chemenu
  • Product Description:(3,4-dimethoxypyridin-2-yl)methanol 98%
  • Packaging:100g
  • Price:$ 330
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:3,4-Dimethoxy-2-hydroxymethylpyridine
  • Packaging:500 g
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Relevant articles and documentsAll total 10 Articles be found

Preparation method of 2-hydroxymethyl-3,4-dimethoxypyridine

-

Paragraph 0026; 0027-0030; 0032; 0033-0036; 0038; 0039-0042, (2018/07/30)

The invention discloses a preparation method of 2-hydroxymethyl-3,4-dimethoxypyridine. The preparation method comprises the following steps: adding 20 to 30kg of 3,4-dimethoxy-2-methylpyridine-N-oxideinto 10 to 20kg of acetic acid to obtain a mixed solution; heating the mixed solution while stirring is mechanically carried out until the mixed solution is completely dissolved; weighing 50 to 70kgof acetic anhydride, and slowly adding the acetic anhydride into a system while stirring; then performing heat insulation for 15 to 16 hours at 85 to 95 DEG C; distilling out 80 to 90 percent of acetic anhydride under reduced pressure; cooling to 18 to 25 DEG C; slowly adding alkali to regulate pH value to 12 to 13; performing heating, stirring and hydrolyzation; adding 0.8 to 1.2kg of dichloromethane into the system and stirring for 1 hour; standing and performing liquid separation; respectively performing extraction by using equal amounts of dichloromethane for two times; adding anhydrous sodium sulfate into a merged extracting solution; stirring and drying the extracting solution; performing rotary evaporation and recycling dichloromethane to obtain a finished product. The preparation method of the 2-hydroxymethyl-3,4-dimethoxypyridine disclosed by the invention has the advantages that the yield is high, reaction conditions are mild, safety and reliability are achieved, a using amount of acetic anhydride is reduced, and the cost is reduced.

A pantoprazole intermediate 2 - chloromethyl - 3, 4 - dimethoxy pyridine hydrochloride preparation method

-

Paragraph 0036; 0037, (2018/09/08)

The invention belongs to the technical field of medicine, and particularly relates to a preparation method of a pantoprazole intermediate 2-chloromethyl-3,4-dimethoxy pyridine hydrochloride. The preparation method comprises the following steps: using 3-hydroxyl-2-methyl-4-pyrone as a starting raw material, and then only performing five-step reaction to obtain the pantoprazole intermediate 2-chloromethyl-3,4-dimethoxy pyridine hydrochloride. The preparation method reduces the reaction steps, shortens the reaction cycle, improves the working efficiency, and increases the yield coefficient.

Synthesis of a DOTA (Gd3+)-conjugate of proton-pump inhibitor pantoprazole for gastric wall imaging studies

Maharvi, Ghulam M.,Bharucha, Adil E.,Fauq, Abdul H.

supporting information, p. 2808 - 2811 (2013/06/27)

Magnetic resonance imaging (MRI) is used to evaluate gastrointestinal (GI) structure and functions in humans. Despite filling the viscus lumen with a contrast agent, visualization of the viscus wall is limited. To overcome this limitation, we de novo synthesized a conjugate that covalently combines a Gd-based MRI contrast agent, encaged with a chelating agent (DOTA), with pantoprazole, which is a widely used proton pump inhibitor that binds to proton pumps in the stomach and colon. The DOTA linkage was installed at a mechanism-based strategic location in the pantoprazole molecule to minimize a possible negative effect of the structural modification on the drug. It is anticipated that by defining the wall of the stomach and colon, this compound will facilitate functional MRI of the GI tract in humans.

Slow, spontaneous degradation of lansoprazole, omeprazole and pantoprazole tablets: Isolation and structural characterization of the toxic antioxidants 3H-benzimidazole-2-thiones

Rajab,Touma,Rudler,Afonso,Seuleiman

, p. 749 - 754 (2013/10/08)

The spontaneous degradation of lansoprazole, omeprazole and pantoprazole tablets upon long-term and forced storage conditions was determined by high performance liquid chromatography (HPLC). The more abundant products could be isolated by liquid chromatog

Structure-activity relationship of omeprazole and analogues as Helicobacter pylori urease inhibitors

Kuhler,Fryklund,Bergman,Weilitz,Lee,Larsson

, p. 4906 - 4916 (2007/10/03)

Helicobacter pylori urease belongs to a family of highly conserved urea- hydrolyzing enzymes. A common feature of these enzymes is the presence of two Lewis acid nickel ions and a reactive cysteine residue in the active site. The H+/K+-ATPase inhibitor omeprazole is a prodrug of a sulfenamide which covalently modifies cysteine residues on the luminal side of the H+/K+- ATPase of gastric parietal cells. Omeprazole and eight analogues were selected based on their chemical, electronic, and kinetic properties, and each was incubated with viable H. pylori in phosphate-buffered saline at pH 7.4 for 30 min, after which 100 mM urea was added and the amount of ammonia formed analyzed after a further 10 min. Inhibition between 0% and 100% at a 0.1 mM concentration was observed for the different analogues and could be expressed as a function of the pK(a)-value of the pyridine, the pK(a)-value of the benzimidazole, the overall lipophilicity, and, most importantly, the rate of sulfenamide formation, in a quantitative structure-activity relationship. The inhibition was potentiated by a lower pH (favoring the formation of the sulfenamide) but abolished in the presence of β- mercaptoethanol (a scavenger of the sulfenamide). Structural analogues incapable of yielding the sulfenamide did not inhibit ammonia production. Treatment of Helicobacter felis-infected mice with 230 μmol/kg flurofamide b.i.d. for 4 weeks, known to potently inhibit urease activity in vivo, as a means of eradicating the infection, was tested and compared with the effect of 125 μmol/kg omeprazole b.i.d. for 4 weeks. Neither treatment proved efficacious.

Process route upstream and downstream products

Process route

3,4-dimethoxy-2-methylpyridine N-oxide ?
72830-07-0

3,4-dimethoxy-2-methylpyridine N-oxide ?

2-hydroxymethyl-3,4-dimethoxypyridine
72830-08-1

2-hydroxymethyl-3,4-dimethoxypyridine

Conditions
Conditions Yield
With acetic anhydride; for 4h; Reflux;
91%
3,4-dimethoxy-2-methylpyridine N-oxide ?; With acetic anhydride; at 90 ℃; for 2h;
With sodium hydroxide; In water; at 80 ℃; for 2h;
76%
Multi-step reaction with 2 steps
1: 4 h / 100 °C
2: 2 M NaOH / 1 h / 100 °C
With sodium hydroxide;
Multi-step reaction with 2 steps
1: 2 h / 90 °C
2: 2 N aq. NaOH / 2 h / 80 °C
With sodium hydroxide;
Multi-step reaction with 2 steps
1: AcOH / 120 °C
2: 2N aq. NaOH / methanol / 2 h / 25 °C
With sodium hydroxide; acetic acid; In methanol;
2-acetoxymethyl-3,4-dimethoxypyridine
102625-99-0

2-acetoxymethyl-3,4-dimethoxypyridine

2-hydroxymethyl-3,4-dimethoxypyridine
72830-08-1

2-hydroxymethyl-3,4-dimethoxypyridine

Conditions
Conditions Yield
With sodium hydroxide; at 80 ℃; for 2h; Yield given;
With sodium hydroxide; In methanol; at 25 ℃; for 2h;
With sodium hydroxide; at 100 ℃; for 1h;
With sodium hydroxide; In Petroleum ether;
With sodium hydroxide; In Petroleum ether;
acetic anhydride
108-24-7

acetic anhydride

3,4-dimethoxy-2-methylpyridine N-oxide ?
72830-07-0

3,4-dimethoxy-2-methylpyridine N-oxide ?

acetic acid
64-19-7,77671-22-8

acetic acid

2-hydroxymethyl-3,4-dimethoxypyridine
72830-08-1

2-hydroxymethyl-3,4-dimethoxypyridine

Conditions
Conditions Yield
3,4-dimethoxy-2-methylpyridine N-oxide ?; acetic acid; at 75 ℃; Large scale;
acetic anhydride; at 80 - 85 ℃; for 16h; under 690.069 Torr; Large scale;
With sodium hydroxide; at 18 - 55 ℃; for 2h; pH=12 - 13; Temperature; Large scale;
3-methoxy-2-methylpyridin-4(1H)-one
76015-11-7

3-methoxy-2-methylpyridin-4(1H)-one

2-hydroxymethyl-3,4-dimethoxypyridine
72830-08-1

2-hydroxymethyl-3,4-dimethoxypyridine

Conditions
Conditions Yield
Multi-step reaction with 5 steps
1: 85 percent / POCl3 / 10 h / Heating
2: NaOMe / 10 h / Heating
3: 98 percent / 84percent m-CPBA / CH2Cl2 / 4 h / Ambient temperature
4: 4 h / 100 °C
5: 2 M NaOH / 1 h / 100 °C
With sodium hydroxide; sodium methylate; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In dichloromethane;
Multi-step reaction with 5 steps
1: 96 percent / POCl3 / 18 h / 90 °C
2: 90 percent / 30percent aq. H2O2, AcOH / 24 h / 90 °C
3: 91 percent / NaOMe / 18 h
4: 2 h / 90 °C
5: 2 N aq. NaOH / 2 h / 80 °C
With sodium hydroxide; dihydrogen peroxide; sodium methylate; acetic acid; trichlorophosphate;
Multi-step reaction with 4 steps
1.1: trichlorophosphate / 18 h / 90 °C / Inert atmosphere
2.1: acetic acid; dihydrogen peroxide / water / 24 h / 90 °C
3.1: methanol / 16 h / 40 °C
4.1: acetic anhydride / 2 h / 90 °C
4.2: 2 h / 80 °C
With dihydrogen peroxide; acetic anhydride; acetic acid; trichlorophosphate; In methanol; water;
4-Chloro-3-methoxy-2-methyl-pyridine
107512-34-5

4-Chloro-3-methoxy-2-methyl-pyridine

2-hydroxymethyl-3,4-dimethoxypyridine
72830-08-1

2-hydroxymethyl-3,4-dimethoxypyridine

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1: NaOMe / 10 h / Heating
2: 98 percent / 84percent m-CPBA / CH2Cl2 / 4 h / Ambient temperature
3: 4 h / 100 °C
4: 2 M NaOH / 1 h / 100 °C
With sodium hydroxide; sodium methylate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
Multi-step reaction with 4 steps
1: 90 percent / 30percent aq. H2O2, AcOH / 24 h / 90 °C
2: 91 percent / NaOMe / 18 h
3: 2 h / 90 °C
4: 2 N aq. NaOH / 2 h / 80 °C
With sodium hydroxide; dihydrogen peroxide; sodium methylate; acetic acid;
Multi-step reaction with 3 steps
1.1: acetic acid; dihydrogen peroxide / water / 24 h / 90 °C
2.1: methanol / 16 h / 40 °C
3.1: acetic anhydride / 2 h / 90 °C
3.2: 2 h / 80 °C
With dihydrogen peroxide; acetic anhydride; acetic acid; In methanol; water;
3-fluoro-2-methyl-4-nitropyridine 1-oxide
15931-17-6

3-fluoro-2-methyl-4-nitropyridine 1-oxide

2-hydroxymethyl-3,4-dimethoxypyridine
72830-08-1

2-hydroxymethyl-3,4-dimethoxypyridine

Conditions
Conditions Yield
In acetic anhydride;
Maltol
118-71-8

Maltol

2-hydroxymethyl-3,4-dimethoxypyridine
72830-08-1

2-hydroxymethyl-3,4-dimethoxypyridine

Conditions
Conditions Yield
Multi-step reaction with 7 steps
1: 68 percent / K2CO3 / acetone / 19 h / Heating
2: 77 percent / conc. ammonia / 3 h / 110 °C
3: 85 percent / POCl3 / 10 h / Heating
4: NaOMe / 10 h / Heating
5: 98 percent / 84percent m-CPBA / CH2Cl2 / 4 h / Ambient temperature
6: 4 h / 100 °C
7: 2 M NaOH / 1 h / 100 °C
With ammonium hydroxide; sodium hydroxide; sodium methylate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In dichloromethane; acetone;
Multi-step reaction with 4 steps
1.1: ammonium hydroxide / 2 h / 40 °C
1.2: 10 h / 40 °C / Reflux
2.1: potassium hydroxide / water / 20 h / 10 - 20 °C
3.1: acetic acid; sodium tungstate; dihydrogen peroxide / 4 h / 40 - 95 °C
4.1: acetic anhydride / 4 h / Reflux
With ammonium hydroxide; sodium tungstate; dihydrogen peroxide; acetic anhydride; acetic acid; potassium hydroxide; In water;
3,4-dimethoxy-2-methylpyridine
107512-35-6

3,4-dimethoxy-2-methylpyridine

2-hydroxymethyl-3,4-dimethoxypyridine
72830-08-1

2-hydroxymethyl-3,4-dimethoxypyridine

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: 98 percent / 84percent m-CPBA / CH2Cl2 / 4 h / Ambient temperature
2: 4 h / 100 °C
3: 2 M NaOH / 1 h / 100 °C
With sodium hydroxide; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
Multi-step reaction with 2 steps
1: acetic acid; sodium tungstate; dihydrogen peroxide / 4 h / 40 - 95 °C
2: acetic anhydride / 4 h / Reflux
With sodium tungstate; dihydrogen peroxide; acetic anhydride; acetic acid;
3-methoxy-2-methyl-4-pyrone
4780-14-7

3-methoxy-2-methyl-4-pyrone

2-hydroxymethyl-3,4-dimethoxypyridine
72830-08-1

2-hydroxymethyl-3,4-dimethoxypyridine

Conditions
Conditions Yield
Multi-step reaction with 6 steps
1: 77 percent / conc. ammonia / 3 h / 110 °C
2: 85 percent / POCl3 / 10 h / Heating
3: NaOMe / 10 h / Heating
4: 98 percent / 84percent m-CPBA / CH2Cl2 / 4 h / Ambient temperature
5: 4 h / 100 °C
6: 2 M NaOH / 1 h / 100 °C
With ammonium hydroxide; sodium hydroxide; sodium methylate; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In dichloromethane;
3-methoxy-2-methylpyridine 1-oxide
35392-65-5

3-methoxy-2-methylpyridine 1-oxide

2-hydroxymethyl-3,4-dimethoxypyridine
72830-08-1

2-hydroxymethyl-3,4-dimethoxypyridine

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1: 58 percent / 98percent HNO3 / acetic acid / 33 h / 80 °C
2: 88 percent / NaOMe / 16 h / 40 °C
3: 2 h / 90 °C
4: 2 N aq. NaOH / 2 h / 80 °C
With sodium hydroxide; nitric acid; sodium methylate; In acetic acid;

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