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ChemicalBook >> CAS DataBase List >>DL-Laudanosine

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
Last updated:2026-06-03 11:24:09
Product description Number Pack Size Price
DL-Laudanosine 447518 10mg $355
DL-Laudanosine 447518 25mg $531
DL-Laudanosine >95%(HPLC) TRC-L178540-10MG 10mg $122
DL-Laudanosine, free base L-1400 2.5g $233.43
DL-Laudanosine, free base L-1400 5g $396.85
More product size

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
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)  Skull and Crossbones (GHS06)
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
0
1 0

DL-Laudanosine price More Price(34)

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
Product number Packaging Price Buy
447518 10mg $355 Buy
447518 25mg $531 Buy
TRC-L178540-10MG 10mg $122 Buy
L-1400 2.5g $233.43 Buy
L-1400 5g $396.85 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( 104)Suppliers
Supplier Tel Email Country ProdList Advantage
Alfa Chemistry
+1-5166625404; Info@alfa-chemistry.com United States 20405 58
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3619 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63687 58
TargetMol Chemicals Inc.
+1-781-999-5354; +17819995354 marketing@targetmol.com United States 32466 58
HANGZHOU CLAP TECHNOLOGY CO.,LTD
86-571-88216897,88216896 13588875226 sales@hzclap.com CHINA 6312 58
BOC Sciences
16314854226; +16314854226 inquiry@bocsci.com United States 19853 58
TargetMol Chemicals Inc.
+1-781-999-5354; support@targetmol.com United States 39039 58
ShenZhen Trendseen Biological Technology Co.,Ltd.
13417589054 trendseenbio@gmail.com China 11681 58
Aladdin Scientific
tp@aladdinsci.com United States 52923 58
ShenZhen H&D Pharmaceutical Technology Co., LTD
+8618627948422 sale@hdimpurity.com China 3681 58

View Lastest Price from DL-Laudanosine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
DL-Laudanosine pictures 2026-06-02 DL-Laudanosine
1699-51-0
$42.00-93.00 98.90% 10g TargetMol Chemicals Inc.
Atracurium Impurity 42 pictures 2026-03-12 Atracurium Impurity 42
10mg 0.98 10g ShenZhen H&D Pharmaceutical Technology Co., LTD

DL-Laudanosine Spectrum

(+-)-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 (±)-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 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) DL-Laudanosine, 10 mM in DMSO (±)-Laudanosine LAUDANOSINE, DL- (R)-Laudanosine 1699-51-0 C21H27NO4
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