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CAS No.: | 58-28-6 |
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Name: | DESIPRAMINE HYDROCHLORIDE |
Molecular Structure: | |
Formula: | C18H23ClN2 |
Molecular Weight: | 302.847 |
Synonyms: | 5H-Dibenz[b,f]azepine,10,11-dihydro-5-[3-(methylamino)propyl]-, monohydrochloride (8CI);5H-Dibenz[b,f]azepine-5-propanamine, 10,11-dihydro-N-methyl-, monohydrochloride(9CI);10,11-Dihydro-5-[3-(methylamino)propyl]-5H-dibenz[b,f]azepinemonohydrochloride;5-[3-(Methylamino)propyl]-5H-dibenz[b,f]azepinehydrochloride;DMI hydrochloride;Demethylimipramine hydrochloride;Desimipramine-hydrochloride;Desipramine hydrochloride;Desipraminemonohydrochloride;Desmethylimipramine chloride;Desmethylimipraminemonohydrochloride;Desmethylimipramine-hydrochloride;GMI;JB8181;N-(g-Methylaminopropyl)iminodibenzylhydrochloride;Norpramin;Nortrimil;Pertofran;Pertofrane; |
EINECS: | 200-373-1 |
Melting Point: | 214-216°C |
Boiling Point: | 407.4 °C at 760 mmHg |
Flash Point: | 160.5 °C |
Solubility: | H2O: 50 mg/mL |
Appearance: | white to off-white powder |
Hazard Symbols: | Xn F T |
Risk Codes: | R22; R36/37/38; R42/43; R48/23/24/25; R11 |
Safety: | S7; S16; S36/37S45; S26; S24; S22 |
Transport Information: | UN 1230 3/PG 2 |
PSA: | 15.27000 |
LogP: | 4.79070 |
desipramine hydrochloride
3,4-diethoxy-3-cyclobuten-1,2-dione
4-<<3'-(10'',11''-Dihydro-5H-dibenzazepin-5''-yl)propyl>(methyl)amino>-3-ethoxy-3-cyclobutene-1,2-dione
Conditions | Yield |
---|---|
With triethylamine In ethanol for 5h; Ambient temperature; | 100% |
(S)-ibuprofen
desipramine hydrochloride
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h; | 97% |
Conditions | Yield |
---|---|
With pyridine In toluene for 1h; Heating; | 95% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h; | 82% |
desipramine hydrochloride
6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h; | 80% |
desipramine hydrochloride
N,N-dimethyl-formamide
Conditions | Yield |
---|---|
With trichlorophosphate at 95℃; Formylation; Vilsmeier reaction; | A 22% B 72% |
Conditions | Yield |
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In ethanol at 78℃; | 68% |
Conditions | Yield |
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With dmap; diethylamino-sulfur trifluoride In acetonitrile at 25℃; under 760.051 Torr; for 2h; Schlenk technique; | 64% |
2,2'-oxybis-acetic acid
desipramine hydrochloride
2,2’-oxybis(N-(3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propyl)-N-methylacetamide)
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; Inert atmosphere; | 62% |
Conditions | Yield |
---|---|
With dmap; diethylamino-sulfur trifluoride In acetonitrile at 25℃; under 760.051 Torr; for 2h; Schlenk technique; | 62% |
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Molecular Structure of 10,11-Dihydro-5-(3-(methylamino)prop-yl)-5h-dibenz(b,f)azepine hydro-chloride (CAS NO.58-28-6):
IUPAC Name: 3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N-methylpropan-1-amine hydrochloride
Empirical Formula: C18H23ClN2
Molecular Weight: 302.8416
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 4
Polar Surface Area: 6.48 Å2
Flash Point: 160.5 °C
Enthalpy of Vaporization: 65.93 kJ/mol
Boiling Point: 407.4 °C at 760 mmHg
Vapour Pressure: 7.56E-07 mmHg at 25°C
Melting point: 214-216°C
Storage temp: 2-8°C
Solubility: H2O: 50 mg/mL
Form: powder
Color: white to off-white
InChI
InChI=1/C18H22N2.ClH/c1-19-13-6-14-20-17-9-4-2-7-15(17)11-12-16-8-3-5-10-18(16)20;/h2-5,7-10,19H,6,11-14H2,1H3;1H
Smiles
N1(c2c(CCc3c1cccc3)cccc2)CCCNC.Cl
EINECS: 200-373-1
Product Categories: Intermediates & Fine Chemicals; Pharmaceuticals; Biogenic Amine Transport Inhibitors; Biogenic Amine Transport InhibitorsObesity Research; Neurotransmission; Neurotransmission (Obesity); Neurotransmitters;Adrenoceptor
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
dog | LD50 | intravenous | 25mg/kg (25mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 70, 1972. | |
guinea pig | LDLo | intravenous | 55mg/kg (55mg/kg) | CARDIAC: OTHER CHANGES | Therapie. Vol. 20, Pg. 67, 1965. |
man | TDLo | oral | 490ug/kg (0.49mg/kg) | BEHAVIORAL: SLEEP | Journal of Clinical Psychiatry. Vol. 47, Pg. 210, 1986. |
man | TDLo | oral | 5mg/kg/5D-I (5mg/kg) | BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" BEHAVIORAL: TOXIC PSYCHOSIS | American Journal of Psychiatry. Vol. 142, Pg. 386, 1985. |
mouse | LD50 | intraperitoneal | 88mg/kg (88mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 70, 1972. | |
mouse | LD50 | intravenous | 37mg/kg (37mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: REGIDITY | International Journal of Neuropharmacology. Vol. 4, Pg. 111, 1965. |
mouse | LD50 | oral | 315mg/kg (315mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 70, 1972. | |
rat | LD50 | intraperitoneal | 55mg/kg (55mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 70, 1972. | |
rat | LD50 | intravenous | 19mg/kg (19mg/kg) | "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 70, 1972. | |
rat | LD50 | oral | 871mg/kg (871mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 33, Pg. 1411, 1983. | |
women | TDLo | oral | 14mg/kg/1W-I (14mg/kg) | KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED | Journal of Clinical Psychiatry. Vol. 44, Pg. 153, 1983. |
women | TDLo | oral | 36mg/kg/6D-I (36mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" GASTROINTESTINAL: DECREASED MOTILITY OR CONSTIPATION | Journal of Clinical Psychiatry. Vol. 53, Pg. 160, 1992. |
women | TDLo | oral | 45mg/kg (45mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA | Annals of Pharmacotherpy. Vol. 27, Pg. 572, 1993. |
women | TDLo | oral | 70mg/kg/4W-I (70mg/kg) | BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" BEHAVIORAL: TOXIC PSYCHOSIS | American Journal of Psychiatry. Vol. 142, Pg. 386, 1985. |
Poison by ingestion, intraperitoneal, subcutaneous, and intravenous routes. Human systemic effects by ingestion: decreased urine volume, sodium level changes, chlorine level changes. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and HCl.
Hazard Codes: Xn,T,F
Risk Statements: 22-36/37/38-42/43-48/23/24/25-23/24/25-11
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R42/43:May cause sensitization by inhalation and skin contact.
R48:Danger of serious damage to health by prolonged exposure.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
R11:Highly flammable.
Safety Statements: 7-16-36/37-45-26-24-22
S7:Keep container tightly closed.
S16:Keep away from sources of ignition.
S36/37:Wear suitable protective clothing and gloves.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S24:Avoid contact with skin.
S22:Do not breathe dust.
RIDADR: UN 1230 3/PG 2
WGK Germany: 3
RTECS: HO0525000
10,11-Dihydro-5-(3-(methylamino)prop-yl)-5h-dibenz(b,f)azepine hydro-chloride , with CAS number of 58-28-6, can be called 10,11-dihydro-5-(3-(methylamino)propyl)-5h-dibenz(b,f)azepinehydrochloride ; demethylimipraminehydrochloride ; desmethylimipraminehydrochloride ; dmihydrochloride ; f)azepine,10,11-dihydro-5-(3-(methylamino)propyl)-5h-dibenz(hydrochlorid ; f)azepine,10,11-dihydro-5-(3-(methylamino)propyl)-5h-dibenz(monohydrochlor . It is a white to off-white powder, 10,11-Dihydro-5-(3-(methylamino)prop-yl)-5h-dibenz(b,f)azepine hydro-chloride (CAS NO.58-28-6) can be used as a more potent inhibitor of the norepinephrine transporter than the serotonin transporter.