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ChemicalBook > Product Catalogue >Organic Chemistry >Alcohols,Phenols,Phenol alcohols >DL-Laudanosine

DL-Laudanosine

DL-Laudanosine Structure
  • ₹0
  • Product name: DL-Laudanosine
  • CAS: 1699-51-0
  • MF: C21H27NO4
  • MW: 357.44
  • EINECS:216-923-9
  • MDL Number:MFCD00006910
  • Synonyms:(+-)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-veratrylisoquinoline ;(+-)-laudanosine ;2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-veratryl-(+-)-isoquinolin ;N-METHYLTETRAHYDROPAPAVERINE;DL-LAUDANOSIDE;DL-LAUDANOSINE;(+/-)-LAUDANOSIDE;LAUDANOSINE, DL-
Manufacturer Product number Product description Packaging Price Updated Buy

Properties

Melting point :115°C
Boiling point :490.07°C (rough estimate)
Density :1.1729 (rough estimate)
refractive index :1.5614 (estimate)
storage temp. :Store at -20°C
solubility :DMSO : 100 mg/mL (279.77 mM)
form :Solid
pka :7.80±0.40(Predicted)
color :White to Light Beige
InChI :InChI=1S/C21H27NO4/c1-22-9-8-15-12-20(25-4)21(26-5)13-16(15)17(22)10-14-6-7-18(23-2)19(11-14)24-3/h6-7,11-13,17H,8-10H2,1-5H3
InChIKey :KGPAYJZAMGEDIQ-UHFFFAOYSA-N
SMILES :C1(CC2=CC=C(OC)C(OC)=C2)C2=C(C=C(OC)C(OC)=C2)CCN1C
LogP :3.630 (est)

Safety Information

Symbol(GHS): GHS hazard pictograms
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H301 Toxic if swalloed Acute toxicity,oral Category 3 Danger GHS hazard pictograms P264, P270, P301+P310, P321, P330,P405, P501
H311 Toxic in contact with skin Acute toxicity,dermal Category 3 Danger GHS hazard pictograms P280, P302+P352, P312, P322, P361,P363, P405, P501
H331 Toxic if inhaled Acute toxicity,inhalation Category 3 Danger GHS hazard pictograms P261, P271, P304+P340, P311, P321,P403+P233, P405, P501
Precautionary statements:
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P271 Use only outdoors or in a well-ventilated area.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310 IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P302+P352 IF ON SKIN: wash with plenty of soap and water.
P304+P340 IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P311 Call a POISON CENTER or doctor/physician.
P312 Call a POISON CENTER or doctor/physician if you feel unwell.
P321 Specific treatment (see … on this label).
P322 Specific measures (see …on this label).
P330 Rinse mouth.
P361 Remove/Take off immediately all contaminated clothing.
P363 Wash contaminated clothing before reuse.
P403+P233 Store in a well-ventilated place. Keep container tightly closed.
P405 Store locked up.
P501 Dispose of contents/container to..…

Description

This opium alkaloid occurs in the liquor following precipitation of Thebaine (q.v.) and is purified by extraction with small quantities of Et20, followed by precipitation with potassium iodide. The base crystallizes from hot C6H6 in small, colourless needles and has [α]15D+ 103.23° (EtOH). It is freely soluble in CHCI3, EtOH, Et20 or hot C6H6 but insoluble in H20 or alkalies. No colour is produced with FeCl 3 but with Fe203 and H2S04, a brown colour is formed, changing to green when warmed to ISOoC. With concentrated H2S04 alone, the alkaloid gives a rose-red colour, changing to deep violet at ISO°C. The solution of the alkaloid in EtOH is alkaline to litmus and both it, and its salts, are bitter to the taste. The crystalline methiodide has m.p. 218-221°C; [α]D + 120°. The oxidation products with Mn02 and H2S04 are veratraldehyde, 2:3:6:7- tetramethoxy-9: I O-dihydroanthracene and laudaline (4: S-dimethoxy-2: - methylaminoethylbenzaldehyde, m.p. 123-4°C. On exhaustive methylation it yields trimethylamine and laudanosene (tetramethoxy-o-vinylstilbene). Laudanosine is one of the most convulsant of the opium alkaloids but possesses only a slight analgesic action.

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