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4238-84-0

Basic Information
CAS No.: 4238-84-0
Name: 9,10-Didehydro-N,N,6-trimethylergoline-8β-carboxamide
Molecular Structure:
Molecular Structure of 4238-84-0 (9,10-Didehydro-N,N,6-trimethylergoline-8β-carboxamide)
Formula: C18H21N3O
Molecular Weight: 295.384
Synonyms: DAM-57;9,10-Didehydro-N,N,6-trimethylergoline-8-beta-carboxamide;Lysergamide, N,N-dimethyl- (6CI,7CI);Ergoline-8-carboxamide, 9,10-didehydro-N,N,6-trimethyl-, (8beta)-,;9,10-DIDEHYDRO-N,N,6-TRIMETHYLERGOLINE-8-β-CARBOXAMIDE;Ergoline-8-beta-carboxamide, 9,10-didehydro-N,N,6-trimethyl-;N,N-Dimethyllysergamide;
Density: 1.26g/cm3
Boiling Point: 525.6°C at 760 mmHg
Flash Point: 271.7°C
Safety: Poison by intravenous route. Human systemic effects by ingestion: hallucinations, distorted perceptions, toxic psychosis, arteriolar or venous dilation. When heated to decomposition it emits toxic fumes of NOx.
PSA: 39.34000
LogP: 2.06370
Synthetic route

lysergic acid-azide; hydrochloride

124-40-3

dimethyl amine

A

38554-84-6

6-methyl-9,10-didehydro-ergoline-8-carboxylic acid dimethylamide

B

4238-84-0

N,N-Dimethyllysergamide

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Specification

d-Lysergic acid dimethylamide, its cas register number is 4238-84-0. It also can be called Ergoline-8-beta-carboxamide, 9,10-didehydro-N,N,6-trimethyl- ; 9,10-Didehydro-N,N,6-trimethylergoline-8-beta-carboxamide ;and N,N-Dimethyllysergamide. d-Lysergic acid dimethylamide(CAS NO.4238-84-0) is a derivative of ergine, and may cause LSD-like effects at doses of 1 milligram or more but this is disputed.

Physical properties about d-Lysergic acid dimethylamide are: (1)ACD/LogP: 1.693; (2)ACD/LogD (pH 5.5): -0.02; (3)ACD/LogD (pH 7.4): 1.47; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 6.84; (6)ACD/KOC (pH 5.5): 3.83; (7)ACD/KOC (pH 7.4): 119.16; (8)#H bond acceptors: 4 ; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.677; (12)Molar Refractivity: 87.961 cm3; (13)Molar Volume: 233.617 cm3; (14)Polarizability: 34.871 10-24cm3; (15)Surface Tension: 58.9809989929199 dyne/cm; (16)Density: 1.264 g/cm3; (17)Flash Point: 271.697 °C; (18)Enthalpy of Vaporization: 79.981 kJ/mol; (19)Boiling Point: 525.639 °C at 760 mmHg

You can still convert the following datas into molecular structure:
(1)InChI=1S/C18H21N3O/c1-20(2)18(22)12-7-14-13-5-4-6-15-17(13)11(9-19-15)8-16(14)21(3)10-12/h4-7,9,12,16,19H,8,10H2,1-3H3/t12-,16-/m1/s1;
(2)InChIKey=FWHSERNVTGTIJE-MLGOLLRUSA-N;
(3)Smilesc1ccc2[nH]cc3c2c1C1=C[C@H](C[N@@]([C@H]1C3)C)C(=O)N(C)C

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo oral 10ug/kg (.01mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: TOXIC PSYCHOSIS

VASCULAR: REGIONAL OR GENERAL ARTERIOLAR OR VENOUS DILATION
Psychopharmacologia Vol. 1, Pg. 20, 1959.
rabbit LD50 intravenous 400ug/kg (.4mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 95, 1972.