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Cas Database

303-49-1

303-49-1

Identification

  • Product Name:5H-Dibenz[b,f]azepine-5-propanamine,3-chloro-10,11-dihydro-N,N-dimethyl-

  • CAS Number: 303-49-1

  • EINECS:206-144-2

  • Molecular Weight:314.858

  • Molecular Formula: C19H23ClN2

  • HS Code:2933990090

  • Mol File:303-49-1.mol

Synonyms:5H-Dibenz[b,f]azepine,3-chloro-5-[3-(dimethylamino)propyl]-10,11-dihydro- (6CI,7CI,8CI);3-Chloro-5-[3-(dimethylamino)propyl]-10,11-dihydro-5H-dibenz[b,f]azepine;Chlorimipramine;G 34586;NSC 169865;

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Safety information and MSDS view more

  • Pictogram(s):HarmfulXn

  • Hazard Codes:Xn

  • Signal Word:Warning

  • Hazard Statement:H302 Harmful if swallowed

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician. /SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Clomipramine hydrochloride capsules should be stored in tight containers at a temperature of 20-25°C and protected from moisture. When stored as directed, the capsules have an expiration date of 3 years following the date of manufacture.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
  • Delivery
  • Purchase
  • Manufacture/Brand:Medical Isotopes, Inc.
  • Product Description:Clomipramine
  • Packaging:1 mg
  • Price:$ 520
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Crysdot
  • Product Description:3-(3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine 97%
  • Packaging:1g
  • Price:$ 455
  • Delivery:In stock
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:CLOMIPRAMINE 95.00%
  • Packaging:1G
  • Price:$ 975.45
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Alichem
  • Product Description:3-(3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine
  • Packaging:250mg
  • Price:$ 189.52
  • Delivery:In stock
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  • Manufacture/Brand:Alichem
  • Product Description:3-(3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine
  • Packaging:1g
  • Price:$ 460
  • Delivery:In stock
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  • Manufacture/Brand:AK Scientific
  • Product Description:Clomipramine
  • Packaging:100mg
  • Price:$ 204
  • Delivery:In stock
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Relevant articles and documentsAll total 113 Articles be found

Enhancing Reactivity and Selectivity of Aryl Bromides: A Complementary Approach to Dibenzo[b,f]azepine Derivatives

Casnati, Alessandra,Fontana, Marco,Coruzzi, Giovanni,Aresta, Brunella Maria,Corriero, Nicola,Maggi, Raimondo,Maestri, Giovanni,Motti, Elena,Della Ca', Nicola

, p. 4346 - 4352 (2018)

Dihydrodibenzo[b,f]azepines and dibenzo[b,f]azepines can be efficiently synthesized from aryl bromides, o-bromoanilines and norbornene or norbornadiene by means of palladium catalysis. This protocol gives access to dibenzo[b,f]azepine core containing a variety of electron-withdrawing substituents on both aromatic rings and complements the previously reported methodology where electron rich aryl iodides were preferentially used. The presence of KI, even in sub-stoichiometric amount, is crucial for this three-component reaction. The proper addition of iodide anions has a dramatic effect on reaction rate and selectivity. A formal three-step synthesis of the tricyclic antidepressant Clomipramine (Anafranil) is also described.

Discovery of 5-{2-[5-Chloro-2-(5-ethoxyquinoline-8-sulfonamido)phenyl]ethynyl}-4-methoxypyridine-2-carboxylic Acid, a Highly Selective in Vivo Useable Chemical Probe to Dissect MCT4 Biology

Heinrich, Timo,Sala-Hojman, Ada,Ferretti, Roberta,Petersson, Carl,Minguzzi, Stefano,Gondela, Andrzej,Ramaswamy, Shivapriya,Bartosik, Anna,Czauderna, Frank,Crowley, Lindsey,Wahra, Pamela,Schilke, Heike,B?pple, Pia,Dudek, ?ukasz,Le?, Marcin,Niedziejko, Paulina,Olech, Kamila,Pawlik, Henryk,W?oszczak, ?ukasz,Zuchowicz, Karol,Suarez Alvarez, Jose Ramon,Martyka, Justyna,Sitek, Ewa,Mikulski, Maciej,Szcz??niak, Joanna,J?ckel, Sven,Krier, Mireille,Król, Marcin,Wegener, Ansgar,Ga??zowski, Micha?,Nowak, Mateusz,Becker, Frank,Herhaus, Christian

supporting information, p. 11904 - 11933 (2021/09/02)

Due to increased lactate production during glucose metabolism, tumor cells heavily rely on efficient lactate transport to avoid intracellular lactate accumulation and acidification. Monocarboxylate transporter 4 (MCT4/SLC16A3) is a lactate transporter that plays a central role in tumor pH modulation. The discovery and optimization of a novel class of MCT4 inhibitors (hit 9a), identified by a cellular screening in MDA-MB-231, is described. Direct target interaction of the optimized compound 18n with the cytosolic domain of MCT4 was shown after solubilization of the GFP-tagged transporter by fluorescence cross-correlation spectroscopy and microscopic studies. In vitro treatment with 18n resulted in lactate efflux inhibition and reduction of cellular viability in MCT4 high expressing cells. Moreover, pharmacokinetic properties of 18n allowed assessment of lactate modulation and antitumor activity in a mouse tumor model. Thus, 18n represents a valuable tool for investigating selective MCT4 inhibition and its effect on tumor biology.

BODIPY compounds containing 8-(diphenylethynyl)-ester groups as well as synthesis and application thereof

-

Paragraph 0034; 0042-0044, (2021/02/06)

The invention discloses BODIPY compounds containing 8-(diphenylethynyl)-ester groups as well as a preparation method and application thereof. The BODIPY compounds have a structure A. According to theinvention, BODIPY is used as a matrix, a diphenylacetylene rigid structure and an ester-based alkyl chain flexible structure are introduced to the No. 8 site through the Sonogashira coupling reaction,and a series of 8-(diphenylethynyl)-ester-based BODIPY dichroic dyes are designed and synthesized. The maximum emission wavelength of the compounds in dichloromethane is concentrated at about 518 nm,green fluorescence is shown, and good dichroic ratio and ordered parameters are shown in a liquid crystal E7; and the liquid crystal compounds provided by the invention have a liquid crystal mesophase within a temperature range of 50-100 DEG C, can be used for manufacturing liquid crystal display products, and particularly can be used as guest body dyes for guest-host mode liquid crystal displays; and when the compounds are added into the E7 liquid crystal and used in a guest-host display mode, response time can be prolonged, and the effect of quick response is achieved.

Field-induced single-ion magnets exhibiting tri-axial anisotropy in a 1D Co(ii) coordination polymer with a rigid ligand 4,4′-(buta-1,3-diyne-1,4-diyl)dibenzoate

C. Silva, Henrique,Ferreira, Glaucio B.,Guedes, Guilherme P.,Matos, Catiúcia R. M. O.,Nunes, Wallace C.,Ronconi, Célia M.,Sarmiento, Charlie V.

, p. 15003 - 15014 (2021/11/17)

Herein a 1D Co(ii) coordination polymer of formula [Co(η1-L1)(η2-L1)(py)2(H2O)]n (CoCP) has been synthesised using the rigid H2L1 proligand, containing a long spacer bearing two triple bonds. Single-crystal X-ray diffraction showed that Co(ii) adopts a distorted octahedral geometry. The state-averaged complete active self-consistent field (SA-CASSCF) calculation showed that the ground state of CoCP is a high spin quartet with a highly multiconfigurational character of its electronic structure. Due to the large intra- and intermolecular distances between the spin carriers, the magnetic interactions are negligible and the zero-field splitting (ZFS) effects of cobalt(ii) ions are predominant. This behavior was confirmed by direct current (DC) magnetic measurements and theoretical calculations using the broken-symmetry approach. Quantum chemical calculations indicate that CoCP has a negative axial component possessing mixed tri-axial anisotropy. The DC magnetic susceptibility data were fitted with a Griffith-Figgis Hamiltonian and the obtained parameters are in good agreement with those simulated by the ab initio calculation. Alternating current (AC) magnetic measurements showed a field induced slow magnetic relaxation in CoCP, which is attributed to the hyperfine interaction effects.

Design, synthesis and antitumor evaluations of nucleoside base hydroxamic acid derivatives as DNMT and HDAC dual inhibitors

Sun, Qinsheng,Dai, Qiuzi,Zhang, Cunlong,Chen, Yan,Zhao, Lei,Yuan, Zigao,Jiang, Yuyang

supporting information, p. 2479 - 2483 (2021/03/08)

DNA methyltransferase (DNMT) and histone deacetylase (HDAC) are well recognized epigenetic targets for discovery of antitumor agents. In this study, we designed and synthesized a series of nucleoside base hydroxamic acid derivatives as DNMT and HDAC dual inhibitors. MTT assays and enzymatic inhibitory activity tests indicated that compound 204 exhibited potent DNMT1 and HDAC1/6 inhibitory potency simultaneously in enzymatic levels and at cellular levels, inducing hypomethylation of p16 and hyperacetylation of histones H3K9 and H4K8. Besides, 204 remarkably inhibited proliferation against cancer cells U937 by prompting G0/G1 cell cycle arrest. Molecular docking models explained the functional mechanism of 204 inhibiting DNMT1 and HDAC. Preliminary studies on metabolic profiles revealed that 204 showed desirable stability in liver microsomes. Our study suggested that 204 inhibiting DNMT and HDAC concurrently can be a potential lead compound for epigenetic cancer therapy.

One-step Ethylene Purification from an Acetylene/Ethylene/Ethane Ternary Mixture by Cyclopentadiene Cobalt-Functionalized Metal–Organic Frameworks

Wang, Yutong,Hao, Chunlian,Fan, Weidong,Fu, Mingyue,Wang, Xiaokang,Wang, Zhikun,Zhu, Lei,Li, Yue,Lu, Xiaoqing,Dai, Fangna,Kang, Zixi,Wang, Rongming,Guo, Wenyue,Hu, Songqing,Sun, Daofeng

supporting information, p. 11350 - 11358 (2021/04/05)

The separation of ethylene (C2H4) from a mixture of ethane (C2H6), ethylene (C2H4), and acetylene (C2H2) at normal temperature and pressure is a significant challenge. The sieving effect of pores is powerless due to the similar molecular size and kinetic diameter of these molecules. We report a new modification method based on a stable ftw topological Zr-MOF platform (MOF-525). Introduction of a cyclopentadiene cobalt functional group led to new ftw-type MOFs materials (UPC-612 and UPC-613), which increase the host-guest interaction and achieve efficient ethylene purification from the mixture of hydrocarbon gases. The high performance of UPC-612 and UPC-613 for C2H2/C2H4/C2H6 separation has been verified by gas sorption isotherms, density functional theory (DFT), and experimentally determined breakthrough curves. This work provides a one-step separation of the ternary gas mixture and can further serve as a blueprint for the design and construction of function-oriented porous structures for such applications.

Process route upstream and downstream products

Process route

Clomipramine
303-49-1,83162-38-3

Clomipramine

Conditions
Conditions Yield
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine
32943-25-2

3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

N,N-dimethyl-3-bromopropylamine
53929-74-1

N,N-dimethyl-3-bromopropylamine

Clomipramine
303-49-1,83162-38-3

Clomipramine

Conditions
Conditions Yield
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine; With sodium hydride; In tetrahydrofuran; at 110 ℃; for 2h; Glovebox; Inert atmosphere; Schlenk technique;
N,N-dimethyl-3-bromopropylamine; In tetrahydrofuran; at 110 ℃; for 22h; Glovebox; Inert atmosphere; Schlenk technique;
66%
clomipramine N-oxide
14171-67-6

clomipramine N-oxide

Clomipramine
303-49-1,83162-38-3

Clomipramine

Conditions
Conditions Yield
With sodium tetrahydroborate; In water; at 50 - 60 ℃; chemoselective reaction;
82%
3-chloro-5-(3-dimethylaminopropyl)-10,11-dihydro-5H-dibenzo(6,5)azepine
25961-11-9

3-chloro-5-(3-dimethylaminopropyl)-10,11-dihydro-5H-dibenzo(6,5)azepine

Clomipramine
303-49-1,83162-38-3

Clomipramine

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1.1: potassium hydroxide; triethyl borane / tetrahydrofuran / 24 h / 100 °C / Inert atmosphere; Schlenk technique; Sealed tube
2.1: sodium hydroxide; water / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere; Schlenk technique; Sealed tube
3.1: sodium hydride / tetrahydrofuran / 2 h / 110 °C / Glovebox; Inert atmosphere; Schlenk technique
3.2: 22 h / 110 °C / Glovebox; Inert atmosphere; Schlenk technique
With triethyl borane; water; sodium hydride; potassium hydroxide; sodium hydroxide; In tetrahydrofuran;
C<sub>20</sub>H<sub>23</sub>BClNO<sub>2</sub>

C20H23BClNO2

Clomipramine
303-49-1,83162-38-3

Clomipramine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1.1: sodium hydroxide; water / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere; Schlenk technique; Sealed tube
2.1: sodium hydride / tetrahydrofuran / 2 h / 110 °C / Glovebox; Inert atmosphere; Schlenk technique
2.2: 22 h / 110 °C / Glovebox; Inert atmosphere; Schlenk technique
With water; sodium hydride; sodium hydroxide; In tetrahydrofuran;
bromochlorobenzene
106-39-8

bromochlorobenzene

Clomipramine
303-49-1,83162-38-3

Clomipramine

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: caesium carbonate; triphenylphosphine; palladium diacetate; potassium iodide / N,N-dimethyl-formamide / 46 h / 105 °C / Schlenk technique; Inert atmosphere
2: N,N-dimethyl-formamide / 24 h / 130 °C / Schlenk technique; Inert atmosphere
3: magnesium; methanol / 1.5 h / 50 °C
With methanol; palladium diacetate; caesium carbonate; magnesium; triphenylphosphine; potassium iodide; In N,N-dimethyl-formamide;
2-bromoaniline
615-36-1

2-bromoaniline

Clomipramine
303-49-1,83162-38-3

Clomipramine

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: caesium carbonate; triphenylphosphine; palladium diacetate; potassium iodide / N,N-dimethyl-formamide / 46 h / 105 °C / Schlenk technique; Inert atmosphere
2: N,N-dimethyl-formamide / 24 h / 130 °C / Schlenk technique; Inert atmosphere
3: magnesium; methanol / 1.5 h / 50 °C
With methanol; palladium diacetate; caesium carbonate; magnesium; triphenylphosphine; potassium iodide; In N,N-dimethyl-formamide;
3-chloro-5H-dibenzo[b,f]azepine
39607-90-4

3-chloro-5H-dibenzo[b,f]azepine

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

Clomipramine
303-49-1,83162-38-3

Clomipramine

Conditions
Conditions Yield
3-chloro-5H-dibenzo[b,f]azepine; With methanol; magnesium; at 50 ℃; for 1.5h;
3-(Dimethylamino)propyl chloride;
Clomipramine
303-49-1,83162-38-3

Clomipramine

clomipramine N-oxide
14171-67-6

clomipramine N-oxide

impramine
50-49-7

impramine

3-hydroxyimipramine

3-hydroxyimipramine

3-hydroxyimipramine-N-oxide

3-hydroxyimipramine-N-oxide

Conditions
Conditions Yield
With oxygen; In methanol; phosphate buffer; at 25 - 28 ℃; pH=7.4; Further Variations:; Reagents; Product distribution; Photolysis; UV-irradiation;
40%
20%
15%
15%
Clomipramine
303-49-1,83162-38-3

Clomipramine

clomipramine hydrochloride
17321-77-6

clomipramine hydrochloride

Conditions
Conditions Yield
With hydrogenchloride; In toluene;

Global suppliers and manufacturers

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  • Shanghai Upbio Tech Co.,Ltd
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-21-52196435
  • Emails:upbiocn@hotmail.com
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  • Country:China (Mainland)
  • Chemwill Asia Co., Ltd.
  • Business Type:Manufacturers
  • Contact Tel:021-51086038
  • Emails:sales@chemwill.com
  • Main Products:56
  • Country:China (Mainland)
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