Clomipramine structure, CAS 303-49-1

Clomipramine

CAS Number303-49-1

Synonyms3-Chloroimipramine; Chlorimipramine; 3-Chloro-10,11-dihydro-N,N-dimethyl-5H-dibenz[b,f]azepine-5-propanamine; MFCD00069234; Clomipramine; 3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine; 5-(g-Dimethylaminopropyl)-3-chloroiminodibenzyl; 3-Chloro-10,11-dihydro-5-(3-dimethylaminopropyl)-5H-dibenz[b,f]azepine; 3-chloro-10,11-dihydro-N,N-dimethyl-5H-Dibenz(b,f)azepine-5-propanamine; Hydiphen; Clomipramina; 10,11-dihydro-3-chloro-5-(3-(dimethylamino)propyl)-5H-dibenz(b,f)azepine; 3-Chloro-5-[3-(dimethylamino)propyl]-10,11-dihydro-5H-dibenz[b,f]azepine; 3-(3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethyl-1-propanamine; Monochlorimipramine; ANAFRANIL; 3-(2-chloro-5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine; chloripramine; EINEC

Molecular FormulaC19H23ClN2

Molecular Weight351.31

Purity98.00%

Density1.1±0.1 g/cm3

Boiling Point434.2±45.0 °C at 760 mmHg

Melting Point

Flash Point

Appearancesolid

EINECS241-344-3

MSDSChineseEnglish

Symbol

Signal Word

Cat. No.: 2A-9021183 Purity: 98.00%
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Quality Control of [ 303-49-1 ] Purity: 98.00% SDS Specification MoL

Chemical & Physical Properties
CAS Number303-49-1
Catalog No.2A-9021183
Chinese Name氯米帕明
Synonyms3-Chloroimipramine; Chlorimipramine; 3-Chloro-10,11-dihydro-N,N-dimethyl-5H-dibenz[b,f]azepine-5-propanamine; MFCD00069234; Clomipramine; 3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine; 5-(g-Dimethylaminopropyl)-3-chloroiminodibenzyl; 3-Chloro-10,11-dihydro-5-(3-dimethylaminopropyl)-5H-dibenz[b,f]azepine; 3-chloro-10,11-dihydro-N,N-dimethyl-5H-Dibenz(b,f)azepine-5-propanamine; Hydiphen; Clomipramina; 10,11-dihydro-3-chloro-5-(3-(dimethylamino)propyl)-5H-dibenz(b,f)azepine; 3-Chloro-5-[3-(dimethylamino)propyl]-10,11-dihydro-5H-dibenz[b,f]azepine; 3-(3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethyl-1-propanamine; Monochlorimipramine; ANAFRANIL; 3-(2-chloro-5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine; chloripramine; EINEC
Molecular FormulaC19H23ClN2
Molecular Weight351.31
Purity98.00
Density1.1±0.1 g/cm3
Boiling Point434.2±45.0 °C at 760 mmHg
Appearancesolid
Water SolubilityH2O: 25 mg/mL
Storage ConditionThe warehouse is ventilated and dried at low tempe
ApplicationClomipramine (Clomipramine) is a potent 5-HT reuptake blocker with an IC50 value of 1.5nM. Clomipramine is a tricyclic antidepressant that can be used in the study of depression and obsessive-compulsi
EINECS241-344-3
HTC2933990090
MDL NumberMFCD00069234
SMILESCl.CN(C)CCCN1c2ccccc2CCc3ccc(Cl)cc13
InChI1S/C19H23ClN2.ClH/c1-21(2)12-5-13-22-18-7-4-3-6-15(18)8-9-16-10-11-17(20)14-19(16)22;/h3-4,6-7,10-11,14H,5,8-9,12-13H2,1-2H3;1H
InChI KeyWIMWMKZEIBHDTH-UHFFFAOYSA-N
NACRES CodeNA.24
UNSPSC12352116
MSDSmsds/21183_1_303_49_1.pdf
Use ofClomipramine (Chlorimipramine) is a potent 5-HT reuptake blocker with the IC50 value of 1.5 nM. Clomipramine is a tricyclic antidepressant that can be used for the research of depression and obsessive compulsive disorder (OCD)[1]. Properties Name clomipramine Synonym More Synonyms Clomipramine Biological Activity Description Clomipramine (Chlorimipramine) is a potent 5-HT reuptake blocker with the IC50 value of 1.5 nM. Clomipramine is a tricyclic antidepressant that can be used for the research of depression and obsessive compulsive disorder (OCD)[1]. Related Catalog Research Areas >> Neurological Disease Signaling Pathways >> Neuronal Signaling >> Serotonin Transporter In Vitro Clomipramine can inhibit reuptake of both noradrenaline and 5-HT, although Clomipramine inhibits 5-HT reuptake more strongly than it inhibits noradrenaline reuptake[1]. The antidepressant Clomipramine inhibits both venom AChE as well as human serum BChE in a concentration-dependent manner but has no effect on AChE in the rat brain striatum[2]. Clomipramine interferes with the autophagic flux and severely compromises the viability of tumorigenic cells upon cytotoxic stress[3]. Clomipramine reduces autophagy in neuronal primary cultures. Clomipramine (1 and 5 µM) negatively regulates neuronal autophagic pathway in primary cultured cells[3]. Western Blot Analysis[3] Cell Line: Primary cortical neurons Concentration: 1 and 5 µM Incubation Time: 12, 24 and 48 hours Result: Enhanced the LC3-I conversion to LC3-II in a concentration-dependent manner at all analyzed time points. References [1]. Yumi Sugimoto, et al. The tricyclic antidepressant Clomipramine increases plasma glucose levels of mice. J Pharmacol Sci. 2003 Sep;93(1):74-9. [2]. Mushtaq Ahmed, et al. Comparative study of the inhibitory effect of antidepressants on cholinesterase activity in Bungarus sindanus (krait) venom, human serum and rat striatum. J Enzyme Inhib Med Chem. 2008 Dec;23(6):912-7. [3]. Federica Cavaliere,The tricyclic antidepressant Clomipramine inhibits neuronal autophagic flux. Sci Rep. 2019 Mar 19;9(1):4881. Chemical & Physical Properties Exact Mass 314.154968 PSA 6.48000 Index of Refraction 1.582 InChIKey GDLIGKIOYRNHDA-UHFFFAOYSA-N Toxicological Information CHEMICAL IDENTIFICATION RTECS NUMBER : CHEMICAL NAME : 5H-Dibenz(b,f)azepine, 10,11-dihydro-3-chloro-5-(3-(dimethylamino)propyl)- CAS REGISTRY NUMBER : BEILSTEIN REFERENCE NO. : LAST UPDATED : DATA ITEMS CITED : MOLECULAR FORMULA : C19-H23-Cl-N2 MOLECULAR WEIGHT : WISWESSER LINE NOTATION : T C676 BN&T&J B3N1&1 EG HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : SPECIES OBSERVED : Human - man DOSE/DURATION : TOXIC EFFECTS : Gastrointestinal - nausea or vomiting REFERENCE : JCPYDR Journal of Clinical Pyschopharmacology. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1981- Volume(issue)/page/year: 2,215,1982 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : SPECIES OBSERVED : Human - woman DOSE/DURATION : TOXIC EFFECTS : Vascular - BP elevation not characterized in autonomic section REFERENCE : BMJOAE British Medical Journal. (British Medical Assoc., BMA House, Tavistock Sq., London WC1H 9JR, UK) V.1- 1857- Volume(issue)/page/year: 1,406,1971 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : SPECIES OBSERVED : Human - woman DOSE/DURATION : TOXIC EFFECTS : REFERENCE : JTCTDW Journal of Toxicology, Clinical Toxicology. (Marcel Dekker, 270 Madison Ave., New York, NY 10016) V.19- 1982- Volume(issue)/page/year: 32,425,1994 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Human - woman DOSE/DURATION : 3400 ug/kg/47M-I TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Cardiac - cardiomyopathy including infarction REFERENCE : BMJOAE British Medical Journal. (British Medical Assoc., BMA House, Tavistock Sq., London WC1H 9JR, UK) V.1- 1857- Volume(issue)/page/year: 3,698,1972 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : SPECIES OBSERVED : Rodent - rat DOSE/DURATION : TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : TXCYAC Toxicology. (Elsevier Scientific Pub. Ireland, Ltd., POB 85, Limerick, Ireland) V.1- 1973- Volume(issue)/page/year: 24,335,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : TXCYAC Toxicology. (Elsevier Scientific Pub. Ireland, Ltd., POB 85, Limerick, Ireland) V.1- 1973- Volume(issue)/page/year: 24,335,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : TOXIC EFFECTS : Behavioral - wakefulness Behavioral - changes in motor activity (specific assay) REFERENCE : GWXXBX German Offenlegungsschrift Patent Document. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #2618152 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 21,448,1978 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : APSXAS Acta Pharmaceutica Suecica. (Apotekarsocieteten-Farmacevtiska Foereningen, Box 1136, S-111, 81 Stockholm, Sweden) V.1- 1964- Volume(issue)/page/year: 13,485,1976 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : 2857 ug/kg SEX/DURATION : male 4 day(s) pre-mating TOXIC EFFECTS : Reproductive - Paternal Effects - impotence REFERENCE : CJPSDF Canadian Journal of Psychiatry. (Keith Health Care Communications, 289 Rutherford Rd. South, Suite 11, Brampton, ON L6W 3R9, Canada) Volume(issue)/page/year: 27,148,1982 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous SEX/DURATION : female 38-47 day(s) after conception TOXIC EFFECTS : Reproductive - Specific Developmental Abnormalities - cardiovascular (circulatory) system REFERENCE : TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 24(1),42A,1981 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Unreported SEX/DURATION : female 1-39 week(s) after conception TOXIC EFFECTS : Reproductive - Effects on Newborn - other neonatal measures or effects REFERENCE : JTCTDW Journal of Toxicology, Clinical Toxicology. (Marcel Dekker, 270 Madison Ave., New York, NY 10016) V.19- 1982- Volume(issue)/page/year: 29,479,1991 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : SEX/DURATION : lactating female 21 day(s) post-birth TOXIC EFFECTS : Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain) Reproductive - Effects on Newborn - behavioral Reproductive - Effects on Newborn - physical REFERENCE : PSCHDL Psychopharmacology (Berlin). (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.47- 1976- Volume(issue)/page/year: 56,93,1978 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : SEX/DURATION : female 20 day(s) pre-mating TOXIC EFFECTS : Reproductive - Effects on Newborn - live birth index (measured after birth) Reproductive - Effects on Newborn - physical REFERENCE : PSCHDL Psychopharmacology (Berlin). (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.47- 1976- Volume(issue)/page/year: 56,93,1978 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : SEX/DURATION : female 1-22 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Newborn - behavioral REFERENCE : PSCHDL Psychopharmacology (Berlin). (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.47- 1976- Volume(issue)/page/year: 79,236,1983 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous SEX/DURATION : female 7-21 day(s) after conception TOXIC EFFECTS : Reproductive - Specific Developmental Abnormalities - Central Nervous System REFERENCE : JNGSE8 Journal of Neural Transmission. General Section. (Springer-Verlag, Postfach 367, A-1011, Vienna, Austria) V.78- 1989- Volume(issue)/page/year: 90,113,1992 Safety Information Hazard Codes Xn: Harmful; Safety Phrases S36 WGK Germany 3 RTECS HN9055000 HS Code 2933990090 Synthetic Route Total: 1 Page 3-(2-chloro-5,6... CAS#:14171-67-6 Clomipramine CAS#:303-49-1 Literature: Tetrahedron Letters, , vol. 51, # 43 p. 5690 - 5693 Precursor & DownStream Precursor 1 CAS#:14171-67-6 3-(2-chloro-5,6... DownStream 2 CAS#:303-48-0 Didemethylclomi... CAS#:14171-67-6 3-(2-chloro-5,6...
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