DL-LAUDANOSINE

Names

[ Name ]:
DL-LAUDANOSINE

[Synonym ]:
(R)-Laudanosine
LAUDANOSINE,DL-(SH)
(+/-)-LAUDANOSIDE
(+-)-laudanosine
LAUDANOSINE,DL-(SH)(CALL)
LAUDANOSINE,DL
DL-LAUDANOSIDE

Biological Activity

[Description]:

DL-Laudanosine, an Atracurium and Cisatracurium metabolite, crosses the blood–brain barrier and may cause excitement and seizure activity[1].

[Related Catalog]:

Research Areas >> Neurological Disease

[In Vivo]

DL-Laudanosine (Laudanosine) appears to be unique in its ability to produce cerebral stimulation in lightly anaesthetized animals and it is reported to cause arousal from anaesthesia in subconvulsive doses[1]. Animal Model: Male CFLP mice weighing 18-25 g, and male Wistar rats weighing 120-150 g [2]. Dosage: 10-20 mg/kg. Administration: IV. Result: Caused convulsions and hind limb extensions.

[References]

[1]. V Fodale, et al. Laudanosine, an Atracurium and Cisatracurium Metabolite. Eur J Anaesthesiol. 2002 Jul;19(7):466-73.

[2]. D J Chapple, et al. Cardiovascular and Neurological Effects of Laudanosine. Studies in Mice and Rats, and in Conscious and Anaesthetized Dogs. Br J Anaesth. 1987 Feb;59(2):218-25.

Chemical & Physical Properties

[ Melting Point ]:
115â„ƒ

[ Molecular Formula ]:
C₂₁H₂₇NO₄

[ Molecular Weight ]:
357.44300

[ Exact Mass ]:
357.19400

[ PSA ]:
40.16000

[ LogP ]:
3.43060

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NX5070000

CHEMICAL NAME :: Isoquinoline, 1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-veratryl- , (+-)-

CAS REGISTRY NUMBER :: 1699-51-0

LAST UPDATED :: 198209

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C21-H27-N-O4

MOLECULAR WEIGHT :: 357.49

WISWESSER LINE NOTATION :: T66 CNT&J B1R CO1 DO1& C1 HO1 IO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 47 mg/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 20,894,1977

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301 + H311 + H331

[ Precautionary Statements ]:
Missing Phrase - N15.00950417-P261-P280-P302 + P352 + P312-P304 + P340 + P312-P403 + P233

[ Risk Phrases ]:
26/28-40

[ Safety Phrases ]:
22-24/25

[ RIDADR ]:
UN 2810

[ HS Code ]:
2933499090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933499090

[ Summary ]:
2933499090. other compounds containing in the structure a quinoline or isoquinoline ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%