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Cas Database

1670-14-0

1670-14-0

Identification

  • Product Name:Benzamidine hydrochloride

  • CAS Number: 1670-14-0

  • EINECS:216-795-4

  • Molecular Weight:156.615

  • Molecular Formula: C7H8N2.HCl

  • HS Code:29252900

  • Mol File:1670-14-0.mol

Synonyms:Benzamidine,hydrochloride (6CI,7CI);Benzamidine, monohydrochloride (8CI);Benzenecarboximidamide, monohydrochloride (9CI);Benzamidinium chloride;Benzenecarboximidamide,hydrochloride (1:1);

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi

  • Hazard Codes:Xi

  • Signal Word:Warning

  • Hazard Statement:H315 Causes skin irritationH319 Causes serious eye irritation H335 May cause respiratory irritation

  • 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.

  • 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. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • 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

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  • Manufacture/Brand:TRC
  • Product Description:Benzamidine Hydrochloride
  • Packaging:100g
  • Price:$ 185
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:Benzamidine Hydrochloride
  • Packaging:10g
  • Price:$ 50
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Benzamidine Hydrochloride >96.0%(T)
  • Packaging:100g
  • Price:$ 81
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Benzamidine Hydrochloride >96.0%(T)
  • Packaging:25g
  • Price:$ 27
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Benzamidine Hydrochloride [for Biochemical Research] >95.0%(N)(T)
  • Packaging:5g
  • Price:$ 40
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Benzamidine Hydrochloride >96.0%(T)
  • Packaging:500g
  • Price:$ 402
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Benzamidine hydrochloride 99%
  • Packaging:25g
  • Price:$ 185
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Benzamidine hydrochloride 1 M solution
  • Packaging:1 mL
  • Price:$ 59.4
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Benzamidine hydrochloride 1 M solution
  • Packaging:1ml-f
  • Price:$ 57.4
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Benzamidine, Hydrochloride - CAS 1670-14-0 - Calbiochem Inhibitor of trypsin and trypsin-like enzymes.
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Relevant articles and documentsAll total 13 Articles be found

Ethylene bis-imidazoles are highly potent and selective activators for isozymes VA and VII of carbonic anhydrase, with a potential nootropic effect

Draghici, Bogdan,Vullo, Daniela,Akocak, Suleyman,Walker, Ellen A.,Supuran, Claudiu T.,Ilies, Marc A.

, p. 5980 - 5983 (2014)

A series of ethylene bis-imidazoles was synthesized via a novel microwave-mediated synthesis. Biological testing on eight isozymes of carbonic anhydrase (CA) present in the human brain revealed compounds with nanomolar potency against CA VA and CA VII, also displaying excellent selectivity against other CA isozymes present in this organ. the Partner Organisations 2014.

Synthesis, Molecular Structure and Solution Dynamics of Dimeric Benzamidinates containing a Double Diazaallyl Lithium Bridge. A Rapid Interconversion of ? and ? Bonds

Eisen, Moris S.,Kapon, Moshe

, p. 3507 - 3510 (1994)

Dimeric Li reacted with the nitriles 4-XC6H4CN (X = H or Me) in diethyl ether-hexane (1:10) to yield dimeric complexes 2 (X = H 1 or Me 2).Complex 2 is dimeric in the solid state with two four-co-ordinated lithium cations bound in N,N'-bidentate ? fashion to one amidine anion (chelating), forming a double diazaallyl lithium bridge, in a monodentate ? fashion to a nitrogen lone pair of a substrate molecule, and monodentrate to a nitrogen lone pair of a second amidine anion.In solution, rapid interconversion of the different lithium-amidine bonds (? to ? and vice versa) was observed by means of the NMR chemical shifts.

2-methoxyphenoxy pyrimidine antitumor compound as well as preparation method and application thereof

-

Paragraph 0045; 0050-0051, (2021/05/12)

The invention belongs to the technical field of medicines, relates to a compound with anti-tumor activity and a specific chemical structure, and particularly relates to a 2-methoxyphenoxy pyrimidine compound as well as a preparation method and application thereof. The structural general formula of the 2-methoxyphenoxy pyrimidine compound is shown in the specification, wherein an R group is a hydrogen atom, or a 2-position monosubstituted fluorine atom, or 3-position and 4-position monosubstituted methyl, methoxy, fluorine atom, chlorine atom, bromine atom and iodine atom. Experimental research shows that the prepared 2-methoxyphenoxy pyrimidine compound shows a good result in an in-vitro anti-tumor activity test, has certain inhibitory activity on human malignant melanoma A375 cells, can be used for preparing anti-tumor drugs, and opens up a new way for developing new anti-tumor drugs. The preparation method provided by the invention is simple and feasible, relatively high in yield and easy for large-scale production.

Phenyl pyrimidinamine anti-tumor compound as well as preparation method and application thereof

-

Paragraph 0045; 0050-0051, (2021/06/06)

The invention belongs to the technical field of medicines, relates to a compound with anti-tumor activity and a specific chemical structure, and particularly relates to a phenyl pyrimidinamine compound as well as a preparation method and application thereof. The structural general formula of the phenyl pyrimidinamine compound is shown in the specification, wherein an R group is a hydrogen atom, a 2-position monosubstituted fluorine atom, or 3-position and 4-position monosubstituted methyl, a fluorine atom, a chlorine atom and a bromine atom. Experimental research shows that the prepared phenyl pyrimidinamine compound shows a good result in an in-vitro anti-tumor activity test, can be used for preparing anti-tumor drugs, and opens up a new way for developing the anti-tumor drugs with an endothelin receptor as a new target. The preparation method provided by the invention is simple and feasible, higher in yield and easy for large-scale production.

Synthesis method of benzamidine hydrochloride

-

Paragraph 0023; 0025; 0026; 0027; 0030; 0031, (2017/12/09)

The invention discloses a synthesis method of benzamidine hydrochloride, and belongs to the field of chemical synthesis. Benzonitrile and hydroxylamine hydrochloride carry out addition reactions under the effect of an acid-binding agent and a phase transfer agent to obtain benzamidoxime; obtained benzamidoxime carries out reduction reactions at first and then is acidified to obtain a coarse product of benzamidine hydrochloride; then the coarse product is heated and dissolved in a solvent, active carbon is added into the solution to carry out color removal, then the solution is filtered, and the filtrate is dried to obtain pure benzamidine hydrochloride. The preparation method has the advantages of simpleness, green, environmental friendliness, and suitability for industrial production.

'Green' synthesis of 2-substituted 6-hydroxy-[3H]-pyrimidin-4-ones and 4,6-dichloropyrimidines: Improved strategies and mechanistic study

Opitz, Andreas,Sulger, Werner,Daltrozzo, Ewald,Koch, Rainer

, p. 814 - 824 (2015/05/20)

An improved route to 2-substituted 6-hydroxy-[3H]-pyrimidin-4-ones 4 and to 2-substituted 4,6-dichloropyrimidines 5 is reported. Without using highly toxic reactants, compounds 4 can be prepared conveniently in a one pot synthesis on a one mol scale with average yields up to 80%. 4,6-Dichloropyrimidines 5, which are usually prepared in small quantities, are synthesized with average yields of 80%, using up to 80g of starting material. The mechanism of the chlorination of 4 is investigated computationally for the first time. The results suggest that the chlorination with phosphoryl chloride occurs in an alternating phosphorylation-chlorination manner (pathway 1) which is preferred over a sequence which starts with two phosphorylations. The investigated 4,6-dichloropyrimidines described herein form strong complexes with dichlorophosphoric acid but weak complexes with hydrochloric acid (generated during workup). These latter complexes explain the necessity of using aqueous sodium carbonate during the working up. In order to prevent possible formation of pyrimidinium salts between intermediates or the final dichloropyrimidines and unreacted hydroxypyrimidone, the latter could be deactivated with a strong acid such as dichlorophosphoric acid, thus allowing chlorination but prohibiting salt formation. Because of its general applicability to all nitrogen heterocycle chlorinations with phosphoryl chloride, the proposed route to dichloropyrimidines without solvent or side products, using less toxic reactants, is of general synthetic interest.

Investigation of new 2-aryl substituted Benzothiopyrano[4,3-d[pyrimidines as kinase inhibitors targeting vascular endothelial growth factor receptor 2

Salerno, Silvia,Marini, Anna Maria,Fornaciari, Giacomo,Simorini, Francesca,La Motta, Concettina,Taliani, Sabrina,Sartini, Stefania,Da Settimo, Federico,Garciá-Argaéz, Aída Nelly,Gia, Ornella,Cosconati, Sandro,Novellino, Ettore,D'Ocon, Pilar,Fioravanti, Anna,Orlandi, Paola,Bocci, Guido,Dalla Via, Lisa

, p. 29 - 43 (2015/09/07)

Vascular Endothelial Growth Factor (VEGF) pathway has emerged as one of the most important positive modulators of Angiogenesis, a central process implicated in tumour growth and metastatic dissemination. This led to the design and development of anti-VEGF monoclonal antibodies and small-molecule ATP-competitive VEGFR-inhibitors. In this study, we describe the synthesis and the biological evaluation of novel 2-aryl substituted benzothiopyrano-fused pyrimidines 1a-i, 2a-i and 3a-i. The ability of the compounds to target the VEGF pathway was determined in vitro exploiting the compounds' antiproliferative efficacy against HUVEC cells. The VEGFR-2 inhibition was confirmed by enzymatic assays on recombinant human kinase insert domain receptor (KDR), by cell-based phospho-VEGFR-2 inhibition assays, and by ex vivo rat aortic ring tests. The selectivity profile of the best performing derivatives belonging to series 2 was further explored combining modeling studies and additional assays in a panel of human cell lines and other kinases.

Process route upstream and downstream products

Process route

water
7732-18-5

water

benzamidine; trichlorolactate

benzamidine; trichlorolactate

2,2-dichloroacetaldehyde
79-02-7

2,2-dichloroacetaldehyde

carbon dioxide
124-38-9,18923-20-1

carbon dioxide

benzamidine monohydrochloride
1670-14-0

benzamidine monohydrochloride

Conditions
Conditions Yield
ethyl benzimidate hydrochloride
5333-86-8

ethyl benzimidate hydrochloride

benzamidine monohydrochloride
1670-14-0

benzamidine monohydrochloride

Conditions
Conditions Yield
With ammonium hydroxide; In ethanol; at 20 ℃; for 24h;
80%
With ammonia; In ethanol; for 5h; Green chemistry;
C<sub>13</sub>H<sub>25</sub>LiN<sub>2</sub>Si<sub>2</sub>

C13H25LiN2Si2

benzamidine monohydrochloride
1670-14-0

benzamidine monohydrochloride

Conditions
Conditions Yield
With hydrogenchloride; at 0 ℃;
78%
methyl benzimidate hydrochloride
5873-90-5

methyl benzimidate hydrochloride

benzamidine monohydrochloride
1670-14-0

benzamidine monohydrochloride

Conditions
Conditions Yield
With ammonia;
With ammonia; In methanol; at 20 ℃; for 52h;
33.3 g
benzonitrile
100-47-0

benzonitrile

benzamidine monohydrochloride
1670-14-0

benzamidine monohydrochloride

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: diethyl ether / 1 h
2: 78 percent / 6N ethanolic HCl / 0 °C
With hydrogenchloride; In diethyl ether;
benzothiohydroximoyl-dithiocarbamic acid ; compound with benzothiohydroximic acid amide

benzothiohydroximoyl-dithiocarbamic acid ; compound with benzothiohydroximic acid amide

benzamidine monohydrochloride
1670-14-0

benzamidine monohydrochloride

methylammonium carbonate
15719-64-9,15719-76-3,97762-63-5

methylammonium carbonate

Conditions
Conditions Yield
ammonia
7664-41-7

ammonia

ethyl benzimidate hydrochloride
5333-86-8

ethyl benzimidate hydrochloride

benzamidine monohydrochloride
1670-14-0

benzamidine monohydrochloride

Conditions
Conditions Yield
ammonium chloride

ammonium chloride

ethyl benzimidate hydrochloride
5333-86-8

ethyl benzimidate hydrochloride

benzamidine monohydrochloride
1670-14-0

benzamidine monohydrochloride

Conditions
Conditions Yield
N-hydroxybenzenecarboximidamide
613-92-3

N-hydroxybenzenecarboximidamide

benzamidine monohydrochloride
1670-14-0

benzamidine monohydrochloride

Conditions
Conditions Yield
With ammonia; hydrogen; In methanol; at 50 ℃; under 15001.5 - 22502.3 Torr; Concentration; Solvent; Reagent/catalyst; Autoclave;
94.1%
N-hydroxybenzenecarboximidamide; With acetic anhydride; acetic acid; at 20 ℃; for 0.5h;
With triethylsilane; palladium dichloride; at 70 - 75 ℃; for 2h;
With hydrogenchloride; In ethanol;
78%
With NADH; In aq. phosphate buffer; at 37 ℃; for 1h; pH=6; Reagent/catalyst;
benzonitrile
100-47-0

benzonitrile

benzamidine monohydrochloride
1670-14-0

benzamidine monohydrochloride

Conditions
Conditions Yield
benzonitrile; With sodium methylate; In methanol; at 20 ℃; for 16h;
With ammonium chloride; In methanol; at 20 ℃; for 12h;
98.88%
benzonitrile; With sodium methylate; In methanol; at 20 ℃; for 16h;
With ammonium chloride; In methanol; at 20 ℃; for 12h;
98.88%
benzonitrile; With hydrogenchloride; In methanol; diethyl ether; at 0 ℃; for 2h;
With ammonia; In methanol; at 20 ℃;
25%
With hydrogenchloride; lithium hexamethyldisilazane; Yield given. Multistep reaction; 1.) Et2O, hexane, 4 h, 2.) Et2O, 20 deg C, 4 h;
Multi-step reaction with 2 steps
1: hydrogen chloride
2: ammonia
With hydrogenchloride; ammonia;
Multi-step reaction with 2 steps
1: hydrogenchloride / -10 - 0 °C
2: ammonium hydroxide / ethanol / 24 h / 20 °C
With hydrogenchloride; ammonium hydroxide; In ethanol;
Multi-step reaction with 2 steps
1: thionyl chloride / water; diethyl ether / 0 - 20 °C
2: ammonia / methanol / 52 h / 20 °C
With thionyl chloride; ammonia; In methanol; diethyl ether; water;
Multi-step reaction with 2 steps
1: hydrogenchloride / 48 h / 20 °C / Cooling with ice; Green chemistry
2: ammonia / ethanol / 5 h / Green chemistry
With hydrogenchloride; ammonia; In ethanol;
With sodium methylate; ammonium chloride; In methanol;

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