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10H-Phenothiazine-10-propanamine, 2-methoxy-N,N,β-trimethyl-, (βR)-

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Name

10H-Phenothiazine-10-propanamine, 2-methoxy-N,N,β-trimethyl-, (βR)-

EINECS 200-495-5
CAS No. 60-99-1 Density 1.125 g/cm3
PSA 41.01000 LogP 4.56060
Solubility 20mg/L(25 oC) Melting Point 117°C
Formula C19H24N2OS Boiling Point 468 °C at 760 mmHg
Molecular Weight 328.478 Flash Point 236.8 °C
Transport Information UN 3249 Appearance N/A
Safety 36 Risk Codes 20/21/22
Molecular Structure Molecular Structure of 60-99-1 ((-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT) Hazard Symbols HarmfulXn
Synonyms

10H-Phenothiazine-10-propanamine,2-methoxy-N,N,b-trimethyl-,(R)-;Phenothiazine, 10-[3-(dimethylamino)-2-methylpropyl]-2-methoxy-, (-)-(8CI);2-Methoxytrimeprazine;7044 R.P.;CL 36467;CL 39743;Hirnamin;Levomeprazine;Levomepromazin;Levomepromazine;Levopromazine;Levoprome;Levopromethazine;Levotomin;Mepromazine;Methotrimeprazine;NSC 226516;Neozine;Nirvan;Nozinan;Nozinane;RP 7044;SKF 5116;Sinogan;Sinogan-Debil;Tisercin;XP 03;

 

10H-Phenothiazine-10-propanamine, 2-methoxy-N,N,β-trimethyl-, (βR)- Synthetic route

851-68-3

Methotrimeprazine

60-99-1

levomepromazine

Conditions
ConditionsYield
With D-tartaric acid
98284-19-6

(S)-γ-(2-methoxy-phenothiazin-10-yl)-isobutylamin; hydrochloride

aqueous methanol. formaldehyde

aqueous methanol. formaldehyde

60-99-1

levomepromazine

Conditions
ConditionsYield
anschliessende Hydrierung an Platin;

10H-Phenothiazine-10-propanamine, 2-methoxy-N,N,β-trimethyl-, (βR)- Specification

This chemical is called 10H-Phenothiazine-10-propanamine, 2-methoxy-N,N,β-trimethyl-, (βR)-, and its CAS registry number is 60-99-1. With the molecular formula of C19H24N2OS, its classification codes are Analgesic; Analgesic [central nervous system depressant]; Analgesics, non-narcotic; Central Nervous System Depressants; Dopamine Agents; Dopamine antagonists; Drug / Therapeutic Agent; Human Data; Neurotransmitter Agents; Peripheral Nervous System Agents; Psychotropic Drugs; Sensory System Agents; Tranquilizing Agents. Additionally, its product categories are Intermediates & Fine Chemicals; Pharmaceuticals. It's a phenothiazine with pharmacological activity similar to that of both chlorpromazine and promethazine. It has the histamine-antagonist properties of the antihistamines together with central nervous system effects resembling those of chlorpromazine.

Other characteristics of the 10H-Phenothiazine-10-propanamine, 2-methoxy-N,N,β-trimethyl-, (βR)- can be summarised as followings: (1)ACD/LogP: 4.94; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.91; (4)ACD/LogD (pH 7.4): 3.04; (5)ACD/BCF (pH 5.5): 3.15; (6)ACD/BCF (pH 7.4): 42.18; (7)ACD/KOC (pH 5.5): 10.94; (8)ACD/KOC (pH 7.4): 146.34; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 41.01 Å2; (13)Index of Refraction: 1.594; (14)Molar Refractivity: 99.12 cm3; (15)Molar Volume: 291.8 cm3; (16)Polarizability: 39.29×10-24cm3; (17)Surface Tension: 42.7 dyne/cm; (18)Density: 1.125 g/cm3; (19)Flash Point: 236.8 °C; (20)Enthalpy of Vaporization: 73.01 kJ/mol; (21)Boiling Point: 468 °C at 760 mmHg; (22)Vapour Pressure: 6.22E-09 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following: This chemical is harmful by inhalation, in contacting with skin and if swallowed. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure: 
1.SMILES: O(c2cc1N(c3c(Sc1cc2)cccc3)C[C@H](C)CN(C)C)C
2.InChI: InChI=1/C19H24N2OS/c1-14(12-20(2)3)13-21-16-7-5-6-8-18(16)23-19-10-9-15(22-4)11-17(19)21/h5-11,14H,12-13H2,1-4H3/t14-/m1/s1
3.InChIKey: VRQVVMDWGGWHTJ-CQSZACIVBE

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 100mg/kg (100mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
man TDLo oral 7143ug/kg (7.143mg/kg) BLOOD: THROMBOCYTOPENIA Human Psychopharmacology. Vol. 9, Pg. 299, 1994.
mouse LD50 intraperitoneal 58500ug/kg (58.5mg/kg)   Farmakologiya i Toksikologiya Vol. 53(4), Pg. 19, 1990.
mouse LD50 intravenous 39mg/kg (39mg/kg)   Proceedings of the European Society for the Study of Drug Toxicity. Vol. 9, Pg. 159, 1968.
mouse LD50 oral 370mg/kg (370mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 841, 1965.
mouse LD50 subcutaneous 300mg/kg (300mg/kg)   Psychopharmacology Service Center, Bulletin. Vol. 2, Pg. 17, 1963.
rat LD50 oral 1100mg/kg (1100mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 31, 1972.
rat LD50 subcutaneous 45mg/kg (45mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 31, 1972.

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