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610-40-2

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610-40-2 Usage

Description

Securinine is derived from the leaf of Securinega suffruticosa Rehd., which was first separated by V.I.?Murav’eva in 1956 . Securinega suffruticosa Rehd., a kind of subshrub plant, is widely distributed in temperate and subtropical regions . It has strong adaptability and can be planted in most parts of China. Moreover, it is rich in natural resources. Securinega suffruticosa Rehd. is a folk medicine whose root is the main component, with the effects of activating circulation, spleen, and stomach to treat rheumatism waist pain, limb numbness, infant malnutrition, and other diseases. The roots, stems, leaves, flowers, and skin of Securinega suffruticosa Rehd. contain alkaloids, in which securinine is the main ingredient.

Chemical Properties

YELLOW-BROWN OILY LIQUID AFTER MELTING

Physical properties

Appearance: yellow crystalline powder, slightly bitter. Solubility: soluble in anhydrous ethanol or chloroform, insoluble in water. Melting point: 139–140?°C Specific optical rotation: (D) ?1042°(C?=?1, EtOH).

History

Securinine was first isolated by a Soviet scholar from the Wusuli region, but its chemical structure was separated and finally determined by Chinese scholars from local sources . The main structural feature is a tetracyclic compound containing an indolizine, pyrrole elidine, or quinolizine ring and an α, β-unsaturated pentahydrin ring whose basic structural skeleton type is as shown in what follows .Owing to the complexity of the chemical reaction of securinine, reports on its chemical reactivity and structural modification have been relatively scarce since securinine was reported on in 1956. However, the research on chemical total synthesis and biological activities of securinine has made a certain amount of progress.Securinine has a rigid molecular structure containing four rings and three chiral centers, which makes synthesis difficult. From 1974 to 1978, three research groups from Japan, the USA, and Canada studied the biosynthesis of securinine by feeding animals with isotope-labeled S. suffruticosa.

Uses

Different sources of media describe the Uses of 610-40-2 differently. You can refer to the following data:
1. This compound is a sensitizer.
2. 3,4-Dinitrochlorobenzene is a useful reactant in organic synthesis.

Indications

Poliomyelitis sequela and facial paralysis, neurasthenia, hypotension, autonomic dysfunction, and others

Pharmacology

The pharmacological effect of securinine is mainly manifested as a central nervous system excitatory effect. As a GABA receptor inhibitor, it has an excitatory effect similar to that of strychnine on the spinal cord. A low dose of securinine can improve the excitability of brain reflection, while a high dose of securinine will cause febrile seizures, and at the same time securinine can strengthen the conditioned reflex of the cerebral cortex, shorten the latency period, and promote learning and memory capability , and so it is expected to be a promising drug for the treatment of Alzheimer’s disease.,Securinine can improve the hematopoietic environment of patients with aplastic anemia, promote cell proliferation, have a synergistic anti-tumor effect in combination with cyclophosphamide (CTX), and can antagonize bone marrow suppression caused by CTX.?It has an inhibitory effect on cell proliferation of human leukocyte cell K562 and four other kinds of tumor cells.

Clinical Use

In recent years, securinine has been widely used in clinical practice, mainly for the treatment of polio sequelae and facial nerve palsy. It also has a certain effect on neurasthenia, hypotension and dizziness, tinnitus, and deafness caused by autonomic dysfunction. The nitrate and hydrochloride of left-handed securinine are mainly used clinically. In addition, securinine eye drops are found to have a remarkable effect on the treatment of herpes simplex keratitis through initial clinical observation.

Check Digit Verification of cas no

The CAS Registry Mumber 610-40-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 0 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 610-40:
(5*6)+(4*1)+(3*0)+(2*4)+(1*0)=42
42 % 10 = 2
So 610-40-2 is a valid CAS Registry Number.
InChI:InChI=1/C6H3ClN2O4/c7-4-1-2-5(8(10)11)6(3-4)9(12)13/h1-3H

610-40-2 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (B22773)  1-Chloro-3,4-dinitrobenzene, tech. 90%   

  • 610-40-2

  • 50g

  • 389.0CNY

  • Detail
  • Alfa Aesar

  • (B22773)  1-Chloro-3,4-dinitrobenzene, tech. 90%   

  • 610-40-2

  • 100g

  • 697.0CNY

  • Detail
  • Alfa Aesar

  • (B22773)  1-Chloro-3,4-dinitrobenzene, tech. 90%   

  • 610-40-2

  • 250g

  • 1482.0CNY

  • Detail

610-40-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,4-Dinitrochlorobenzene

1.2 Other means of identification

Product number -
Other names 4-chloro-1,2-dinitrobenzene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:610-40-2 SDS

610-40-2Synthetic route

3-Chloronitrobenzene
121-73-3

3-Chloronitrobenzene

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 30℃; for 1h;97%
With sulfuric acid; uronium nitrate at 0 - 20℃; Nitration;77%
With sulfuric acid; potassium nitrate
With sulfuric acid; potassium nitrate
4-Chloro-2-nitroaniline
89-63-4

4-Chloro-2-nitroaniline

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

Conditions
ConditionsYield
With sulfuric acid; acetic acid; tetra-n-propylammonium bromate for 1.5h; Heating;86%
3,4-dinitroaniline
610-41-3

3,4-dinitroaniline

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

Conditions
ConditionsYield
With phosphonic Acid; nitrosylsulfuric acid; sulfuric acid Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuCl in konz. wss. HCl;
2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

Conditions
ConditionsYield
durch Nitrieren;
3,4-dinitophenol
577-71-9

3,4-dinitophenol

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

Conditions
ConditionsYield
With trichlorophosphate In N,N-dimethyl-formamide for 2h; Ambient temperature;
α-form

α-form

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

Conditions
ConditionsYield
at 39 - 40℃; (Herstellung der β-Form);
β-form

β-form

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

Conditions
ConditionsYield
at 42℃; (Herstellung der fluessigen Form);
3-Chloronitrobenzene
121-73-3

3-Chloronitrobenzene

sulfuric acid
7664-93-9

sulfuric acid

nitric acid
7697-37-2

nitric acid

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

4-Chloro-1,2-phenylenediamine
95-83-0

4-Chloro-1,2-phenylenediamine

Conditions
ConditionsYield
With sodium tetrahydroborate; C16H18Cl2N4O2Pd In water at 27℃; for 0.25h;99%
With hydrogenchloride; tin
With sodium tetrahydroborate In water at 20℃; for 40h;
3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

1,2-bis(4-methoxyphenyl)-1,2-ethanedione
1226-42-2

1,2-bis(4-methoxyphenyl)-1,2-ethanedione

6-chloro-2,3-bis(4-methoxyphenyl)quinoxaline

6-chloro-2,3-bis(4-methoxyphenyl)quinoxaline

Conditions
ConditionsYield
With tin(ll) chloride In ethanol; water for 4h; Reflux;98%
formic acid
64-18-6

formic acid

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

5-chloro-1H-benzimidazole
4887-82-5

5-chloro-1H-benzimidazole

Conditions
ConditionsYield
With gold nano particles supported on rutile TiO2 In toluene at 70℃; under 750.075 Torr; for 6h; Inert atmosphere; chemoselective reaction;95%
4,4'-dibromobenzil
35578-47-3

4,4'-dibromobenzil

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

2,3-bis(4-bromophenyl)-6-chloroquinoxaline
1094618-65-1

2,3-bis(4-bromophenyl)-6-chloroquinoxaline

Conditions
ConditionsYield
With tin(ll) chloride In ethanol; water for 4h; Reflux;94%
furil
492-94-4

furil

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

6-chloro-2,3-di(furan-2-yl)-quinoxaline
70976-04-4

6-chloro-2,3-di(furan-2-yl)-quinoxaline

Conditions
ConditionsYield
With tin(ll) chloride In ethanol; water for 4h; Reflux;94%
3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

benzil
134-81-6

benzil

2,3-diphenyl-6-chloroquinoxaline
36305-60-9

2,3-diphenyl-6-chloroquinoxaline

Conditions
ConditionsYield
With tin(ll) chloride In ethanol; water for 4h; Reflux;94%
3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

phenylacetylene
536-74-3

phenylacetylene

1,2-Dinitro-4-phenylethynyl-benzene

1,2-Dinitro-4-phenylethynyl-benzene

Conditions
ConditionsYield
With potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); (1RS,2RS,3SR,4SR)-1,2,3,4-tetrakis((diphenylphosphanyl)methyl)cyclopentane In N,N-dimethyl-formamide at 140℃; for 20h; Sonogashira cross-coupling;93%
3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

aniline
62-53-3

aniline

5-chloro-2-nitro-N-phenylaniline
25781-92-4

5-chloro-2-nitro-N-phenylaniline

Conditions
ConditionsYield
In ethanol at 20℃; for 10h; Solvent; Temperature; Time;90%
3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

4-Chloro-2-nitroaniline
89-63-4

4-Chloro-2-nitroaniline

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol; water at 20℃; for 4h; Green chemistry;90%
ethanol
64-17-5

ethanol

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

6-chloro-2-methyl-1H-benzo[d]imidazole
2818-69-1

6-chloro-2-methyl-1H-benzo[d]imidazole

Conditions
ConditionsYield
With titanium(IV) oxide for 4h; Irradiation;89%
3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrazine hydrate In methanol at 120℃; for 0.25h; Microwave irradiation;89%
3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

1,2,4-Trichlorobenzene
120-82-1

1,2,4-Trichlorobenzene

Conditions
ConditionsYield
With Dichlorophenylphosphine In various solvent(s) at 170℃; for 5h;86%
cyclohexylamine
108-91-8

cyclohexylamine

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

N-cyclohexyl-2-nitro-5-chloro-aniline
28096-58-4

N-cyclohexyl-2-nitro-5-chloro-aniline

Conditions
ConditionsYield
In ethanol for 8h; Ambient temperature;85%
propan-1-ol
71-23-8

propan-1-ol

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

6-chloro-2-ethylbenzimidazole

6-chloro-2-ethylbenzimidazole

Conditions
ConditionsYield
With titanium(IV) oxide for 4h; Irradiation;84%
3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

triethyl phosphite
122-52-1

triethyl phosphite

C10H13N2O7P

C10H13N2O7P

Conditions
ConditionsYield
In toluene Michaelis-Arbuzov Synthesis; Reflux;84%
3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

toluene-4-sulfonic acid hydrazide
1576-35-8

toluene-4-sulfonic acid hydrazide

3,4-dinitro-1-(4-methylphenylsulfonyl)-benzene
127291-62-7

3,4-dinitro-1-(4-methylphenylsulfonyl)-benzene

Conditions
ConditionsYield
With sodium acetate In ethanol for 1h; Heating;80%
3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

5-chloro-2-nitrophenylhydrazine
1966-16-1

5-chloro-2-nitrophenylhydrazine

Conditions
ConditionsYield
With hydrazine hydrate; urea In ethanol76%
With hydrazine In ethanol at 20℃; for 1h;62%
With hydrazine hydrate
With ethanol; hydrazine hydrate
4-phenyl-butan-1-ol
3360-41-6

4-phenyl-butan-1-ol

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

4-(4-phenylbutoxy)-1,2-dinitrobenzene

4-(4-phenylbutoxy)-1,2-dinitrobenzene

Conditions
ConditionsYield
In tetrahydrofuran; mineral oil72%
(2R)-methylpiperazine
75336-86-6

(2R)-methylpiperazine

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

A

(R)-1-(3,4-Dinitro-phenyl)-3-methyl-piperazine

(R)-1-(3,4-Dinitro-phenyl)-3-methyl-piperazine

B

(R)-1-(5-chloro-2-nitrophenyl)-3-methylpiperazine
907991-13-3

(R)-1-(5-chloro-2-nitrophenyl)-3-methylpiperazine

Conditions
ConditionsYield
With potassium carbonate In ethanol; water for 1h; Heating;A n/a
B 71%
pyrrolidine
123-75-1

pyrrolidine

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

A

4-chloro-2-(1-pyrrolidinyl)nitrobenzene
133387-30-1

4-chloro-2-(1-pyrrolidinyl)nitrobenzene

B

1-(3,4-dinitro-phenyl)-pyrrolidine

1-(3,4-dinitro-phenyl)-pyrrolidine

Conditions
ConditionsYield
In methanol at 20℃; for 5h;A 70%
B n/a
3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

benzylamine
100-46-9

benzylamine

A

N-benzyl-N-(2-nitro-5-chlorophenyl)-amine
10066-19-0

N-benzyl-N-(2-nitro-5-chlorophenyl)-amine

B

N-Benzyl-2,4-dinitroanilin

N-Benzyl-2,4-dinitroanilin

Conditions
ConditionsYield
In methanol at 20℃; for 3h;A 70%
B n/a
3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

rac-methylbenzylamine
618-36-0

rac-methylbenzylamine

A

N-(1-phenylethyl)-5-chloro-2-nitroaniline
330830-31-4

N-(1-phenylethyl)-5-chloro-2-nitroaniline

B

(3,4-dinitro-phenyl)-(1-phenyl-ethyl)-amine

(3,4-dinitro-phenyl)-(1-phenyl-ethyl)-amine

Conditions
ConditionsYield
In methanol at 20℃; for 3h;A 68%
B n/a
piperidine
110-89-4

piperidine

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

A

1-(5-chloro-2-nitrophenyl)piperidine
53013-43-7

1-(5-chloro-2-nitrophenyl)piperidine

B

1-(3,4-Dinitro-phenyl)-piperidine

1-(3,4-Dinitro-phenyl)-piperidine

Conditions
ConditionsYield
In methanol at 20℃; for 5h;A 65%
B n/a
ethanolamine
141-43-5

ethanolamine

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

A

2-<(5-chloro-2-nitro)phenylamino>ethanol
50610-29-2

2-<(5-chloro-2-nitro)phenylamino>ethanol

B

2-(3,4-dinitro-phenylamino)-ethanol

2-(3,4-dinitro-phenylamino)-ethanol

Conditions
ConditionsYield
In methanol at 20℃; for 3h;A 65%
B n/a
2,2-dimethylpropylamine
5813-64-9

2,2-dimethylpropylamine

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

A

N-(2,2-dimethylpropyl)-5-chloro-2-nitroaniline
725705-48-6

N-(2,2-dimethylpropyl)-5-chloro-2-nitroaniline

B

(2,2-dimethyl-propyl)-(3,4-dinitro-phenyl)-amine

(2,2-dimethyl-propyl)-(3,4-dinitro-phenyl)-amine

Conditions
ConditionsYield
In methanol at 20℃; for 3h;A 65%
B n/a
3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

(4-aminophenyl)-α-D-glucopyranoside
31302-52-0

(4-aminophenyl)-α-D-glucopyranoside

4-(3,4-dinitrophenylamino)phenyl α-D-glucopyranoside

4-(3,4-dinitrophenylamino)phenyl α-D-glucopyranoside

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol; water for 1h;63%
1-(para-methoxyphenyl)piperazine hydrochloride
84145-43-7

1-(para-methoxyphenyl)piperazine hydrochloride

3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

1-(5-chloro-2-nitrophenyl)-4-(4-methoxyphenyl)piperazine
150916-81-7

1-(5-chloro-2-nitrophenyl)-4-(4-methoxyphenyl)piperazine

Conditions
ConditionsYield
With potassium carbonate In ethanol; water for 5h; Heating;62%
3,4-dinitro-chlorobenzene
610-40-2

3,4-dinitro-chlorobenzene

triethyl phosphite
122-52-1

triethyl phosphite

O,O-diethyl-5-chloro-2-nitrophenylphosphonate

O,O-diethyl-5-chloro-2-nitrophenylphosphonate

Conditions
ConditionsYield
In toluene for 6h; Heating;60.3%

610-40-2Relevant articles and documents

A convenient method for the oxidation of aromatic amines to nitro compounds using tetra-n-alkylammonium bromates

Das, Satya Sandhya,Nath, Utpal,Deb, Dibakar,Das, Pranab J.

, p. 2359 - 2363 (2007/10/03)

Tetra-n-propyl and tetra-n-butylammonium bromates were used for the oxidation of a variety of aromatic amines to nitro compounds. Reaction condition and recovery simple and yield of products high.

Reactions of Nitrophenols with Phosphorus Oxychloride in Dimethylformamide

Akhtar, Nahid,Munawar, M. A.,Siddiq, M.

, p. 328 (2007/10/02)

A rapid and simple method for the replacement of hydroxyl group of nitrophenols and related compounds by chlorine using phosphorus oxychloride in dimethylformamide at ambient temperature is described.

9 Chloro 10 (4 methylpiperazino) 10,11 dihydrodibenzo[b,f] thiepin and some related synthetic experiments

Sindelar,Kakac,Svatek,et al.

, p. 333 - 354 (2007/10/05)

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