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60-99-1

60-99-1 Structure

60-99-1 Structure
IdentificationBack Directory
[Name]

(-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT
[CAS]

60-99-1
[Synonyms]

XP 03
rp7044
C07192
Nirvan
nomizan
Nozinan
milezin
RP 7044
cl36467
cl39743
cl53212
dedoran
Sinogan
skf5116
Tisercin
Veractil
Levoprom
SKF 5116
Hirnamin
CL 36467
CL 39743
Neurocil
Nozinane
minozinan
Levoprome
nirnamine
bayer1213
Levotomin
hirnamine
SK&F 5116
7044 R.P.
arc-vi-c-5
NSC 226516
Mepromazine
Levopromazine
Levomeprazine
Sinogan-Debil
Levomepromazin
levopromazioni
Levomepromazine
Levomepropazine
Levopromethazine
(-)-phenothiazin
methotrimeprazine
methoxytrimeprazine
2-Methoxytrimeprazine
methotrimeprazine maleate
Methotrimeprazine (200 mg)
Methotrimeprazine-d3 maleate
METHOTRIMEPRAZINE MALEATE SALT
methotrimeprazine maleate USP/EP/BP
(R)-2-Methoxy-N,N,-trimethyl-10H-phenothiazine-10-propanamine
n,beta-trimethyl-2-methoxy-(r)-10h-phenothiazine-10-propanamin
(bR)-2-Methoxy-N,N,b-trimethyl-10H-phenothiazine-10-propanamine
(-)-3-(2-Methoxyphenothiazin-10-yl)-2-methylpropyldimethylamine
(-)-10-(3-(Dimethylamino)-2-methylpropyl)-2-methoxyphenothiazine
(2R)-3-(2-methoxyphenothiazin-10-yl)-N,N,2-trimethylpropan-1-amine
10H-Phenothiazine-10-propanamine, 2-methoxy-N,N,b-trimethyl-, (R)-
3-(2-Methoxy-10H-phenothiazin-10-yl)-N,N,2-trimethyl-1-propanamine
10H-Phenothiazine-10-propanaMine, 2-Methoxy-N,N,β-triMethyl-, (βR)-
10H-Phenothiazine-10-propanamine, 2-methoxy-N,N,beta-trimethyl-, (-)-
10H-Phenothiazine-10-propanamine, 2-methoxy-N,N,beta-trimethyl-, (R)-
Phenothiazine, 10-[3-(dimethylamino)-2-methylpropyl]-2-methoxy-, (-)-
10H-Phenothiazine-10-propanamine, 2-methoxy-N,N,b-trimethyl-, (bR)- (9CI)
Phenothiazine, 10-[3-(dimethylamino)-2-methylpropyl]-2-methoxy-, (-)- (8CI)
10H-Phenothiazine-10-propanamine, 2-methoxy-N,N,.beta.-trimethyl-, (.beta.R)-
(-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT
(-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT USP/EP/BP
[EINECS(EC#)]

200-495-5
[Molecular Formula]

C19H24N2OS
[MDL Number]

MFCD00083418
[MOL File]

60-99-1.mol
[Molecular Weight]

328.47
Chemical PropertiesBack Directory
[Melting point ]

117°C
[Boiling point ]

468.0±45.0 °C(Predicted)
[density ]

1.0897 (rough estimate)
[refractive index ]

1.5950 (estimate)
[storage temp. ]

Store at -20°C
[solubility ]

Chloroform (Slightly), Methanol (Very Slightly)
[form ]

Solid
[pka]

9.32±0.28(Predicted)
[color ]

White to Off-White
[Water Solubility ]

20mg/L(25 ºC)
[Major Application]

pharmaceutical (small molecule)
[InChI]

1S/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
[InChIKey]

VRQVVMDWGGWHTJ-CQSZACIVSA-N
[SMILES]

S1c2c(cc(cc2)OC)N(c3c1cccc3)C[C@@H](CN(C)C)C
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

20/21/22
[Safety Statements ]

36
[RIDADR ]

3249
[WGK Germany ]

WGK 3
[RTECS ]

SO6125000
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[HS Code ]

2934302300
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
[Toxicity]

LD50 oral in rat: 1100mg/kg
Hazard InformationBack Directory
[Originator]

Levoprome ,Lederle,US,1966
[Uses]

Analgesic
[Definition]

ChEBI: A member of the class of phenothiazines that is 10H-phenothiazine substituted by a (2R)-3-(dimethylamino)-2-methylpropyl group and a methoxy group at positions 10 and 2 respectively.
[Manufacturing Process]

95% sodamide (2.33 g) is added to a boiling solution of 3- methoxyphenthiazine (12 g) in anhydrous xylene (150 cc) and the mixture is heated with agitation under reflux for 1? hours. A solution of 1- dimethylamino-2-methyl-3-chloropropane (8.2 g) in anhydrous xylene (90 cc) is then run in over a period of 45 minutes while the reaction temperature is maintained and heating under reflux is continued for 18 hours.
After cooling, the reaction mixture is agitated with a mixture of water (40 cc) and a normal solution of methanesulfonic acid (70 cc), the xylene layer is removed and the acid liquors are washed with ether (200 cc). The aqueous phase is then made alkaline with sodium hydroxide (d = 1.33; 10 cc) and the liberated base is extracted with ether. The ethereal solution is dried over anhydrous potassium carbonate and concentrated at normal pressure. On distillation of the residue under reduced pressure 3-(3-methoxy-10- phenthiazinyl)-2-methyl-1-dimethylaminopropane (11.3 g) is obtained, MP 103°C, BP 182° to 191°C/0.15 mm Hg. The hydrochloride prepared in isopropanol melts at about 90°C.
[Brand name]

Levoprome (Immunex).
[Therapeutic Function]

Analgesic
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