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Carbamic acid, N-[[(8β)-1,6-dimethylergolin-8-yl]methyl]-,phenylmethyl ester

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Name

Carbamic acid, N-[[(8β)-1,6-dimethylergolin-8-yl]methyl]-,phenylmethyl ester

EINECS 241-686-3
CAS No. 17692-51-2 Density 1.25 g/cm3
PSA 46.50000 LogP 4.39350
Solubility 0.1 M HCl: 1.4 mg/mL Melting Point 148-150 °C(lit.)
Formula C25H29N3O2 Boiling Point 612.5 °C at 760 mmHg
Molecular Weight 403.524 Flash Point 324.2 °C
Transport Information N/A Appearance N/A
Safety 36 Risk Codes 20/21/22
Molecular Structure Molecular Structure of 17692-51-2 (METERGOLINE) Hazard Symbols HarmfulXn
Synonyms

Carbamicacid, [(1,6-dimethylergolin-8b-yl)methyl]-, benzyl ester (8CI);Carbamic acid, [[(8b)-1,6-dimethylergolin-8-yl]methyl]-,phenylmethyl ester (9CI);Lysergamine, N-carboxy-9,10-dihydro-1-methyl-, benzylester (7CI);(+)-N-Carboxy-1-methyl-9,10-dihydrolysergamide benzyl ester;8b-Carbobenzyloxyaminomethyl-1,6-dimethyl-10a-ergoline;D-8b-[(Carbobenzoxyamino)methyl]-1,6-dimethyl-10a-ergoline;D-8b-[(Carboxyamino)methyl]-1,6-dimethylergolineI benzyl ester;D-N-Carbobenzoxydihydro-1-methyllysergamine I;D-N-Carboxydihydro-1-methyllysergamine I benzyl ester;D-[(4,6,6a,7,8,9,10,10a-Octahydro-4,7-dimethyl-10aa-indolo[4,3-fg]quinolin-9b-yl)methyl]carbamic acid benzyl ester;FI 6337;Liserdol;MCE;Metergolin;Metergoline;Methergoline;AHR 3009;Contralac;

 

Carbamic acid, N-[[(8β)-1,6-dimethylergolin-8-yl]methyl]-,phenylmethyl ester Specification

The Carbamic acid, N-[[(8β)-1,6-dimethylergolin-8-yl]methyl]-,phenylmethyl ester, with the CAS registry number 17692-51-2 and EINECS registry number 241-686-3, has the systematic name of benzyl {[(8beta)-1,6-dimethylergolin-8-yl]methyl}carbamate. It belongs to the product category of Serotonin receptor. And the molecular formula of the chemical is C25H29N3O2. What's more, it should be stored at -20°C.

The characteristics of Carbamic acid, N-[[(8β)-1,6-dimethylergolin-8-yl]methyl]-,phenylmethyl ester are as followings: (1)ACD/LogP: 4.72; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.67; (4)ACD/LogD (pH 7.4): 2.7; (5)ACD/BCF (pH 5.5): 2.05; (6)ACD/BCF (pH 7.4): 21.7; (7)ACD/KOC (pH 5.5): 7.94; (8)ACD/KOC (pH 7.4): 84.07; (9)#H bond acceptors: 5; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 37.71 Å2; (13)Index of Refraction: 1.656; (14)Molar Refractivity: 117.85 cm3; (15)Molar Volume: 320.5 cm3; (16)Polarizability: 46.72×10-24cm3; (17)Surface Tension: 47.9 dyne/cm; (18)Density: 1.25 g/cm3; (19)Flash Point: 324.2 °C; (20)Enthalpy of Vaporization: 90.93 kJ/mol; (21)Boiling Point: 612.5 °C at 760 mmHg; (22)Vapour Pressure: 6.1E-15 mmHg at 25°C. 

It is harmful by inhalation, in contact with skin and if swallowed. Therefore, you had better wear suitable protective clothing while dealing with this chemical.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(OCc1ccccc1)NC[C@@H]3C[C@@H]4c5cccc2c5c(cn2C)C[C@H]4N(C3)C
(2)InChI: InChI=1/C25H29N3O2/c1-27-14-18(13-26-25(29)30-16-17-7-4-3-5-8-17)11-21-20-9-6-10-22-24(20)19(12-23(21)27)15-28(22)2/h3-10,15,18,21,23H,11-14,16H2,1-2H3,(H,26,29)/t18-,21+,23+/m0/s1
(3)InChIKey: WZHJKEUHNJHDLS-QTGUNEKABR

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 85mg/kg (85mg/kg)   Nature. Vol. 207, Pg. 421, 1965.
mouse LD50 intravenous 21200ug/kg (21.2mg/kg)   United States Patent Document. Vol. #4176182,
mouse LD50 oral 430mg/kg (430mg/kg)   Nature. Vol. 207, Pg. 421, 1965.
rabbit LD50 intravenous 20mg/kg (20mg/kg)   Nature. Vol. 207, Pg. 421, 1965.

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