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Cas Database

483-10-3

483-10-3

Identification

  • Product Name:Yohimban-16-carboxylicacid, 17-hydroxy-, methyl ester, (16b,17a)-

  • CAS Number: 483-10-3

  • EINECS:

  • Molecular Weight:354.449

  • Molecular Formula: C21H26 N2 O3

  • HS Code:

  • Mol File:483-10-3.mol

Synonyms:Corynanthine(6CI,7CI); Yohimban-16b-carboxylic acid, 17a-hydroxy-, methyl ester (8CI); Benz[g]indolo[2,3-a]quinolizine,yohimban-16-carboxylic acid deriv.; Corynanthin; NSC 407306; Rauhimbin;Rauhimbine

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Safety information and MSDS view more

  • Signal Word:Danger

  • Hazard Statement:H301 Toxic if swallowed

  • 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

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
  • Delivery
  • Purchase
  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:Corynanthine
  • Packaging:50 mg
  • Price:$ 600
  • Delivery:In stock
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:Corynanthine
  • Packaging:25 mg
  • Price:$ 400
  • Delivery:In stock
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:Corynanthine
  • Packaging:10 mg
  • Price:$ 200
  • Delivery:In stock
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:Corynanthine
  • Packaging:250 mg
  • Price:$ 1700
  • Delivery:In stock
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  • Manufacture/Brand:Biosynth Carbosynth
  • Product Description:Corynanthine
  • Packaging:100 mg
  • Price:$ 850
  • Delivery:In stock
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:CORYNANTHINE 95.00%
  • Packaging:25MG
  • Price:$ 785.86
  • Delivery:In stock
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Relevant articles and documentsAll total 4 Articles be found

Total Syntheses of Yohimbe Alkaloids, with Stereoselection for the Normal, Allo, and 3-Epiallo Series, Based on Annelations of 4-Methoxy-1,2-dihydropyridones

Kuehne, Martin E.,Muth, Randy S.

, p. 2701 - 2712 (2007/10/02)

N--2,3-dihydro-4-pyridone (31) was generated in two steps (77percent yield) from tryptamine and N-methyl-4-piperidone methiodide.Its cyclization (90percent yield) and oxidation (91percent yield) provided the tetracyclic analogue 32.O-Methylation and Robinson-type annelation of these vinylogous lactams (the latter in form of its Na-carbamate) furnished the dienones 38 (64percent) and 43 (90percent).Further elaboration by cyclization and/or reduction reactions selectively provided the 15,16-didehydroyohimbinones 7 and 44.Their reductions then led to yohimbinone (52, 20percent overall yield from tryptamine), alloyohimbinone (11, 19percent overall yield), and 3-epi-alloyohimbinone (10, 23percent overall yield), which led to yohimbine (3), β-yohimbine (9), 3-epi-alloyohimbine (53), and 3-epi-17-epi-alloyohimbine (54).

Novel total syntheses of (±)-yohimbine and (±)-alloyohimbine

Miyata,Hirata,Naito,Ninomiya

, p. 1231 - 1232 (2007/10/02)

-

Total synthesis of yohimbine.

van Tamelen,Shamma,Burgstahler,Wolinsky,Tamm,Aldrich

, p. 7315 - 7333 (2007/10/04)

-

Synthesis of (+)-yohimbine and (+)-beta-yohimbine. A new route to yohimban ring system.

Szantay,Toeke,Honti

, p. 1665 - 1670 (2007/10/04)

-

Process route upstream and downstream products

Process route

corynanthine
483-10-3

corynanthine

Conditions
Conditions Yield
Darstellung aus der Rinde;
Conditions
Conditions Yield
Multi-step reaction with 7 steps
1: 90 percent / potassium carbonate / ethanol; H2O / 0.5 h / Heating
2: 1) m-(chloroperoxy)benzoic acid, 2) triethylamine, acetic anhydride / 1) diethyl ether/dichloromethane, 0 to 20 deg C, 2 h, 2) CH2Cl2, 0 deg C, 30 min
3: 95 percent / CH2Cl2 / 0.5 h / 20 °C
4: 1) 1,4-diazabicyclo<5.4.0>undec-7-ene (DBU) / 1) N,N-dimethylacetamide, 2) a) 20 deg C, 1h, b) 70 deg C, 1h
5: 50 percent / 50percent aq. sulfuric acid / methanol / 24 h / 20 °C
6: 65.6 percent / conc. hydrochloric acid, H2 / 10percent Pd-C / methanol / 18 h / 20 °C / 760 Torr
7: 22.2 percent / sodium borohydride / methanol / 0.33 h / 0 °C
With hydrogenchloride; sodium tetrahydroborate; 1,4-diazabicyclo[5.4.0]-7-undecene; sulfuric acid; hydrogen; acetic anhydride; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water;
Conditions
Conditions Yield
Multi-step reaction with 4 steps
1: 1) 1,4-diazabicyclo<5.4.0>undec-7-ene (DBU) / 1) N,N-dimethylacetamide, 2) a) 20 deg C, 1h, b) 70 deg C, 1h
2: 50 percent / 50percent aq. sulfuric acid / methanol / 24 h / 20 °C
3: 65.6 percent / conc. hydrochloric acid, H2 / 10percent Pd-C / methanol / 18 h / 20 °C / 760 Torr
4: 22.2 percent / sodium borohydride / methanol / 0.33 h / 0 °C
With hydrogenchloride; sodium tetrahydroborate; 1,4-diazabicyclo[5.4.0]-7-undecene; sulfuric acid; hydrogen; palladium on activated charcoal; In methanol;
Conditions
Conditions Yield
Multi-step reaction with 7 steps
1: 90 percent / potassium carbonate / ethanol; H2O / 0.5 h / Heating
2: 1) m-(chloroperoxy)benzoic acid, 2) triethylamine, acetic anhydride / 1) diethyl ether/dichloromethane, 0 to 20 deg C, 2 h, 2) CH2Cl2, 0 deg C, 30 min
3: 95 percent / CH2Cl2 / 0.5 h / 20 °C
4: 1) 1,4-diazabicyclo<5.4.0>undec-7-ene (DBU) / 1) N,N-dimethylacetamide, 2) a) 20 deg C, 1h, b) 70 deg C, 1h
5: 50 percent / 50percent aq. sulfuric acid / methanol / 24 h / 20 °C
6: 65.6 percent / conc. hydrochloric acid, H2 / 10percent Pd-C / methanol / 18 h / 20 °C / 760 Torr
7: 22.2 percent / sodium borohydride / methanol / 0.33 h / 0 °C
With hydrogenchloride; sodium tetrahydroborate; 1,4-diazabicyclo[5.4.0]-7-undecene; sulfuric acid; hydrogen; acetic anhydride; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water;
Conditions
Conditions Yield
Multi-step reaction with 5 steps
1: 95 percent / CH2Cl2 / 0.5 h / 20 °C
2: 1) 1,4-diazabicyclo<5.4.0>undec-7-ene (DBU) / 1) N,N-dimethylacetamide, 2) a) 20 deg C, 1h, b) 70 deg C, 1h
3: 50 percent / 50percent aq. sulfuric acid / methanol / 24 h / 20 °C
4: 65.6 percent / conc. hydrochloric acid, H2 / 10percent Pd-C / methanol / 18 h / 20 °C / 760 Torr
5: 22.2 percent / sodium borohydride / methanol / 0.33 h / 0 °C
With hydrogenchloride; sodium tetrahydroborate; 1,4-diazabicyclo[5.4.0]-7-undecene; sulfuric acid; hydrogen; palladium on activated charcoal; In methanol; dichloromethane;
Conditions
Conditions Yield
Multi-step reaction with 5 steps
1: 76.4 percent / 540 °C / 1 - 2 Torr
2: 1) 1,4-diazabicyclo<5.4.0>undec-7-ene (DBU) / 1) N,N-dimethylacetamide, 2) a) 20 deg C, 1h, b) 70 deg C, 1h
3: 50 percent / 50percent aq. sulfuric acid / methanol / 24 h / 20 °C
4: 65.6 percent / conc. hydrochloric acid, H2 / 10percent Pd-C / methanol / 18 h / 20 °C / 760 Torr
5: 22.2 percent / sodium borohydride / methanol / 0.33 h / 0 °C
With hydrogenchloride; sodium tetrahydroborate; 1,4-diazabicyclo[5.4.0]-7-undecene; sulfuric acid; hydrogen; palladium on activated charcoal; In methanol;
Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: 50 percent / 50percent aq. sulfuric acid / methanol / 24 h / 20 °C
2: 65.6 percent / conc. hydrochloric acid, H2 / 10percent Pd-C / methanol / 18 h / 20 °C / 760 Torr
3: 22.2 percent / sodium borohydride / methanol / 0.33 h / 0 °C
With hydrogenchloride; sodium tetrahydroborate; sulfuric acid; hydrogen; palladium on activated charcoal; In methanol;
Conditions
Conditions Yield
Multi-step reaction with 4 steps
1: 1) 1,4-diazabicyclo<5.4.0>undec-7-ene (DBU) / 1) N,N-dimethylacetamide, 2) a) 20 deg C, 1h, b) 70 deg C, 1h
2: 50 percent / 50percent aq. sulfuric acid / methanol / 24 h / 20 °C
3: 65.6 percent / conc. hydrochloric acid, H2 / 10percent Pd-C / methanol / 18 h / 20 °C / 760 Torr
4: 22.2 percent / sodium borohydride / methanol / 0.33 h / 0 °C
With hydrogenchloride; sodium tetrahydroborate; 1,4-diazabicyclo[5.4.0]-7-undecene; sulfuric acid; hydrogen; palladium on activated charcoal; In methanol;

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