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Cas Database

131987-62-7

131987-62-7

Identification

  • Product Name:Pyridine,3-(4-ethoxy-1,2,5-thiadiazol-3-yl)-

  • CAS Number: 131987-62-7

  • EINECS:

  • Molecular Weight:207.256

  • Molecular Formula: C9H9N3OS

  • HS Code:

  • Mol File:131987-62-7.mol

Synonyms:1,2,5-Thiadiazole,pyridine deriv.

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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 9 Articles be found

Synthesis and evaluation of xanomeline analogs-Probing the wash-resistant phenomenon at the M1 muscarinic acetylcholine receptor

Kane, Brian E.,Grant, Marianne K.O.,El-Fakahany, Esam E.,Ferguson, David M.

, p. 1376 - 1392 (2008/09/18)

A series of xanomeline analogs were synthesized and evaluated for binding at the M1 muscarinic acetylcholine receptor (M1 receptor). Specifically, compounds that substitute the O-hexyl chain of xanomeline with polar, ionizable, or conformationally restricted moieties were assessed for their ability to bind to the M1 receptor in a wash-resistant manner (persistent binding). From our screen, several novel ligands that persistently bind to the M1 receptor with greater affinity than xanomeline were discovered. Results indicate that persistent binding may arise not only from hydrophobic interactions but also from ionic interactions with a secondary M1 receptor binding site. Herein, a qualitative model that accounts for both binding scenarios is proposed and applied to understand the structural basis to wash-resistant binding and long-acting effects of xanomeline-based compounds.

Synthesis and potential muscarinic receptor binding and antioxidant properties of 3-(thiadiazolyl)pyridine 1-oxide compounds

Martinez, Ana,Alonso, Diana,Castro, Ana,Aran, Vicente J.,Cardelus, Ignasi,Banos, Josep E.,Badia, Albert

, p. 191 - 194 (2007/10/03)

The synthesis of two different series of 3-(thiadiazolyl)pyridine 1- oxides containing 1,2,5- and 1,2,4-thiadiazole moiety respectively is described. The potential muscarinic receptor binding together with the antioxidant properties of the new compounds were evaluated.

METHOD OF TREATING SCHIZOPHRENIA

-

, (2008/06/13)

The present invention relates to a novel method for treating a mammal suffering from or susceptible to schizophrenia and schizophreniform diseases by administering thiadiazole or oxadiazole compounds.

Identification of side chains on 1,2,5-thiadiazole-azacycles optimal for muscarinic m1 receptor activation

Sauerberg, Per,Jeppesen, Lone,Olesen, Preben H.,Sheardown, Malcolm J.,Fink-Jensen, Anders,Rasmussen, Thoger,Rimvall, Karin,Shannon, Harlan E.,Bymaster, Frank P.,DeLapp, Neil W.,Calligaro, Dave O.,Ward, John S.,Whitesitt, Celia A.,Thomsen, Christian

, p. 2897 - 2902 (2007/10/03)

Series of analogs to the functional m1 selective agonist, xanomeline (hexyloxy-TZTP), were evaluated for their in vitro ml efficacy in cell lines transfected with the human m1 receptor. Systematic variation of the side chain and the azacyclic ring led to the discovery of potent muscarinic agonists with robust m1 efficacy, all having the phenylpropargyloxy/thio as the side chain. The most selective compound was the phenylpropargylthio- [3.2.1] endo analog 28, which is a potent and efficacious m1 agonist with no m2 activity.

METHOD OF TREATING GASTROINTESTINAL MOTILITY DISORDERS

-

, (2008/06/13)

The present invention relates to a novel method for treating a mammal suffering from gastrointestinal motility disorders.

Process route upstream and downstream products

Process route

3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine
131986-28-2

3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine
131987-62-7

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine

Conditions
Conditions Yield
With sodium; In ethanol; water;
520 mg (76%)
With sodium; In ethanol; water;
520 mg (76%)
With sodium; In ethanol; water;
520 mg (76%)
With sodium; In ethanol; water;
520 mg (76%)
sodium ethanolate
141-52-6

sodium ethanolate

3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine
131986-28-2

3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine
131987-62-7

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine

Conditions
Conditions Yield
In ethanol; at 50 ℃; for 3h;
82%
In tetrahydrofuran;
In ethanol;
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine
131987-62-7

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1: AcOH / H2O / 18 h / Ambient temperature
2: aq. NH4Cl, 25percent aq. NH3 / 18 h / Ambient temperature
3: 1.) S2Cl2, 2.) aq. NaOH / 1.) DMF, 5 deg C, 30 min, 2.) 5 deg C
4: Na / 1 h / 50 °C
With disulfur dichloride; ammonium hydroxide; sodium hydroxide; sodium; ammonium chloride; acetic acid; In water;
ethanol
64-17-5

ethanol

3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine
131986-28-2

3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine
131987-62-7

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine

Conditions
Conditions Yield
With sodium; at 50 ℃; for 1h;
2-amino-2-(pyridin-3-yl)acetonitrile
131988-63-1

2-amino-2-(pyridin-3-yl)acetonitrile

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine
131987-62-7

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 1.) S2Cl2, 2.) aq. NaOH / 1.) DMF, 5 deg C, 30 min, 2.) 5 deg C
2: Na / 1 h / 50 °C
With disulfur dichloride; sodium hydroxide; sodium;
2-hydroxy-2-(pyridin-3-yl)acetonitrile
17604-74-9,107986-64-1

2-hydroxy-2-(pyridin-3-yl)acetonitrile

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine
131987-62-7

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: aq. NH4Cl, 25percent aq. NH3 / 18 h / Ambient temperature
2: 1.) S2Cl2, 2.) aq. NaOH / 1.) DMF, 5 deg C, 30 min, 2.) 5 deg C
3: Na / 1 h / 50 °C
With disulfur dichloride; ammonium hydroxide; sodium hydroxide; sodium; ammonium chloride;
3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine
131986-28-2

3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine
131987-62-7

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine

Conditions
Conditions Yield
With sodium; In ethanol; water;
520 mg (76%)
With sodium; In ethanol; water;
520 mg (76%)
With sodium; In ethanol; water;
520 mg (76%)
With sodium; In ethanol; water;
520 mg (76%)
sodium ethanolate
141-52-6

sodium ethanolate

3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine
131986-28-2

3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine
131987-62-7

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine

Conditions
Conditions Yield
In ethanol; at 50 ℃; for 3h;
82%
In tetrahydrofuran;
In ethanol;
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine
131987-62-7

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1: AcOH / H2O / 18 h / Ambient temperature
2: aq. NH4Cl, 25percent aq. NH3 / 18 h / Ambient temperature
3: 1.) S2Cl2, 2.) aq. NaOH / 1.) DMF, 5 deg C, 30 min, 2.) 5 deg C
4: Na / 1 h / 50 °C
With disulfur dichloride; ammonium hydroxide; sodium hydroxide; sodium; ammonium chloride; acetic acid; In water;
ethanol
64-17-5

ethanol

3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine
131986-28-2

3-(4-chloro-1,2,5-thiadiazol-3-yl)pyridine

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine
131987-62-7

3-(3-ethoxy-1,2,5-thiadiazol-4-yl)pyridine

Conditions
Conditions Yield
With sodium; at 50 ℃; for 1h;

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