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DL-LAUDANOSINE

CAS No.
1699-51-0
Chemical Name:
DL-LAUDANOSINE
Synonyms
DL-LAUDANOSINE;DL-LAUDANOSIDE;(R)-Laudanosine;Laudanosine CRS;(+-)-laudanosine;LAUDANOSINE, DL-;(+/-)-LAUDANOSIDE;DL-Laudanosine,99%;LAUDANOSINE, DL-(SH);Atracurium Impurity 42
CBNumber:
CB9423783
Molecular Formula:
C21H27NO4
Molecular Weight:
357.44
MDL Number:
MFCD00006910
MOL File:
1699-51-0.mol
Last updated:2024-04-10 13:06:19

DL-LAUDANOSINE 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
LogP 3.630 (est)
FDA UNII DA7R5WVN48

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H311-H331-H301
Precautionary statements  P261-P271-P304+P340-P311-P321-P403+P233-P405-P501-P264-P270-P301+P310-P321-P330-P405-P501-P280-P302+P352-P312-P322-P361-P363-P405-P501
Risk Statements  26/28-40
Safety Statements  22-24/25
RIDADR  2810
HazardClass  6.1(b)
PackingGroup  III
NFPA 704
0
1 0

DL-LAUDANOSINE price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC L178540 DL-Laudanosine 1699-51-0 100mg $490 2021-12-16 Buy
Biosynth Carbosynth FL52345 DL-Laudanosine 1699-51-0 1g $500 2021-12-16 Buy
Biosynth Carbosynth FL52345 DL-Laudanosine 1699-51-0 50mg $80 2021-12-16 Buy
Biosynth Carbosynth FL52345 DL-Laudanosine 1699-51-0 100mg $130 2021-12-16 Buy
Biosynth Carbosynth FL52345 DL-Laudanosine 1699-51-0 250mg $200 2021-12-16 Buy
Product number Packaging Price Buy
L178540 100mg $490 Buy
FL52345 1g $500 Buy
FL52345 50mg $80 Buy
FL52345 100mg $130 Buy
FL52345 250mg $200 Buy

DL-LAUDANOSINE Chemical Properties,Uses,Production

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.

Chemical Properties

light yellow fine crystalline powder

Uses

DL-Laudanosine is an intermediate in synthesizing (S)-Laudanosine (L178525), a metabolite of the neuromuscular-blocking drugs Atracurium (A794500) and Cisatracurium (C496700) with potentially toxic systemic effects. It crosses the blood-brain barrier and may cause excitement and seizure activity.

Definition

ChEBI: 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline is a member of isoquinolines.

Purification Methods

Crystallise these from EtOH. The (±)-picrate crystallises from EtOH with m 177-178o. The (-)-isomer has m 83-85o and

References

Pictet, Athanasescu., Ber., 33, 2347 (1900)
Pictet, Finkelstein., ibid, 42, 1979 (1909)
Pyman, Reynolds.,J. Chern. Soc., 97, 1324 (1910)
Kondo, Mori.,J. Ph arm. Soc., Japan, 51,615 (1931)
Craig, Tarbell., J. Amer. Chern. Soc., 70,2783 (1948)
Synthesis:
Pictet, Finkelstein., Compt. rend., 148,925 (1909)
Elliot.,J. Heterocycl. Chern., 7, 1229 (1970)
Pharmacology:
Zunz., Elements de Pharmacodynamie speciale, Tome I, 178, Masson & Co., Paris (1932)
Krueger, Eddy, Sumwalt., U.S. Public Health Reports, Suppl. 165, 1007 (1943)

DL-LAUDANOSINE Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 82)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58
HANGZHOU CLAP TECHNOLOGY CO.,LTD
86-571-88216897,88216896 13588875226 sales@hzclap.com CHINA 6313 58
Alfa Chemistry
+1-5166625404 Info@alfa-chemistry.com United States 21317 58
TargetMol Chemicals Inc.
+1-781-999-5354 support@targetmol.com United States 19973 58
ShenZhen Trendseen Biological Technology Co.,Ltd.
13417589054 trendseenbio@gmail.com China 11681 58
China National Standard Pharmaceutical Corporation Limited
+8615391658522 overseasales@yongstandards.com China 11927 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 52927 58
ShenZhen H&D Pharmaceutical Technology Co., LTD
+8613627253706 sale@hdimpurity.com China 1490 58
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006608290; 18621169109 market03@meryer.com China 40241 62

View Lastest Price from DL-LAUDANOSINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Atracurium Impurity 42 pictures 2024-04-11 Atracurium Impurity 42
US $0.00-0.00 / mg 10mg 0.98 10g ShenZhen H&D Pharmaceutical Technology Co., LTD
(+-)-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- (±)-1-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methylisoquinoline DL-LAUDANOSINE, FREE BASE (1R)-1,2,3,4-Tetrahydro-2-methyl-1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline (R)-Laudanosine DL-Laudanosine,99% LAUDANOSINE, DL-(SH)(CALL) LAUDANOSINE, DL-(SH) DL-LAUDANOSINE(WXG01661) 1-(3,4-Dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline Laudanosine CRS Atracurium Impurity 42 Atracurium besilate EP Impurity G Cisatracurium Besylate Impurity 47 Laudanosine (Y0001765) Cisatracurium Besilate Impurity 10 Atracurium EP Impurity G (DL-Laudanosine) Drug Metabolite,DLLaudanosine,DL Laudanosine,DL-Laudanosine,Inhibitor,inhibit Atracurium Impurity 42 (Atracurium Besilate EP Impurity G) 1699-51-0 C21H27NO4