DL-Laudanosine
- CAS No.
- 1699-51-0
- Chemical Name:
- DL-Laudanosine
- Synonyms
- (R)-Laudanosine;LAUDANOSINE, DL-;DL-LAUDANOSINE;DL-LAUDANOSIDE;Laudanosine CRS;(±)-Laudanosine;(+-)-laudanosine;(+/-)-LAUDANOSIDE;DL-Laudanosine,99%;LAUDANOSINE, DL-(SH)
- CBNumber:
- CB9423783
- Molecular Formula:
- C21H27NO4
- Molecular Weight:
- 357.44
- MDL Number:
- MFCD00006910
- MOL File:
- 1699-51-0.mol
- MSDS File:
- SDS
| 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) |
| pka | 7.80±0.40(Predicted) |
| form | Solid |
| color | White to Light Beige |
| Major Application | pharmaceutical |
| Cosmetics Ingredients Functions | SKIN CONDITIONING |
| 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) |
| FDA UNII | DA7R5WVN48 |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  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 | |||||||||
| WGK Germany | WGK 3 | |||||||||
| HazardClass | 6.1(b) | |||||||||
| PackingGroup | III | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| NFPA 704 |
|
DL-Laudanosine price More Price(29)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Usbiological | 447518 | DL-Laudanosine | 1699-51-0 | 10mg | $355 | 2026-06-03 | Buy |
| Usbiological | 447518 | DL-Laudanosine | 1699-51-0 | 25mg | $531 | 2026-06-03 | Buy |
| TRC | TRC-L178540-10MG | DL-Laudanosine >95%(HPLC) | 1699-51-0 | 10mg | $122 | 2026-06-03 | Buy |
| Biosynth | L-1400 | DL-Laudanosine, free base | 1699-51-0 | 2.5g | $233.43 | 2026-06-04 | Buy |
| Biosynth | L-1400 | DL-Laudanosine, free base | 1699-51-0 | 5g | $396.85 | 2026-06-04 | 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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
| Quality Control Solutions Ltd. | 0755-66853366 13670046396 | orders@qcsrm.com | China | 18188 | 56 |
| Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. | 025-66028182 17714375163 | yftan@aikonchem.com | China | 16674 | 50 |
| Alfa Chemistry | 1-516-6625404 | support@alfa-chemistry.com | United States | 9170 | 60 |
| Shanghai Xiang Xin Industrial Co., Ltd. | 021-50211651 13651607026; | sales@xxgmpharm.com | China | 499 | 58 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| Changzhou Hopschain Chemical Co.,Ltd. | 85528066 13775048983 | sales@hopschem.com | China | 31548 | 55 |
| Shanghai Chaolan Chemical Technology Center | QQ：65489617 13301690235 | Sales@ATKchemical.com | China | 9729 | 58 |
| Chengdu Push Bio-Technology Co., Ltd. | 028-85370565-229 18080489829 | 18080489829@163.com | China | 8379 | 60 |
View Latest Price from DL-Laudanosine manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-06-02 | DL-Laudanosine
1699-51-0
|
$42.00-93.00 | 98.90% | 10g | TargetMol Chemicals Inc. | ||
 |
2026-03-12 | Atracurium Impurity 42 | 10mg | 0.98 | 10g | ShenZhen H&D Pharmaceutical Technology Co., LTD |
-
- DL-Laudanosine
1699-51-0
- $42.00-93.00
- 98.90%
- TargetMol Chemicals Inc.
-
- Atracurium Impurity 42
- 0.98
- ShenZhen H&D Pharmaceutical Technology Co., LTD
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