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HomeProduct name list3,4-Dinitrochlorobenzene

3,4-Dinitrochlorobenzene

  • CAS NO.:610-40-2
  • Empirical Formula: C6H3ClN2O4
  • Molecular Weight: 202.55
  • MDL number: MFCD00007212
  • EINECS: 210-223-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-04-23 13:52:06
3,4-Dinitrochlorobenzene Structural

What is 3,4-Dinitrochlorobenzene?

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.

The Uses of 3,4-Dinitrochlorobenzene

3,4-Dinitrochlorobenzene is a useful reactant in organic synthesis.

The Uses of 3,4-Dinitrochlorobenzene

This compound is a sensitizer.

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.

Properties of 3,4-Dinitrochlorobenzene

Melting point: 40-41 °C
Boiling point: 16 °C (4 mmHg)
Density  1.687 g/mL at 25 °C(lit.)
refractive index  n20/D 1.587(lit.)
Flash point: >230 °F
storage temp.  0-10°C
form  Oily Liquid After Melting
color  Yellow-brown
Water Solubility  insoluble
BRN  521564
CAS DataBase Reference 610-40-2(CAS DataBase Reference)
NIST Chemistry Reference Benzene, 4-chloro-1,2-dinitro-(610-40-2)
EPA Substance Registry System Benzene, 4-chloro-1,2-dinitro- (610-40-2)

Safety information for 3,4-Dinitrochlorobenzene

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Exclamation Mark
Irritant
GHS07
ghs
Health Hazard
GHS08
ghs
Environment
GHS09
GHS Hazard Statements H300:Acute toxicity,oral
H310:Acute toxicity,dermal
H317:Sensitisation, Skin
H330:Acute toxicity,inhalation
H371:Specific target organ toxicity, single exposure
H373:Specific target organ toxicity, repeated exposure
H400:Hazardous to the aquatic environment, acute hazard
H410:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P260:Do not breathe dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P271:Use only outdoors or in a well-ventilated area.
P272:Contaminated work clothing should not be allowed out of the workplace.
P273:Avoid release to the environment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P320:Specific treatment is urgent (see … on this label).
P330:Rinse mouth.
P391:Collect spillage. Hazardous to the aquatic environment
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P405:Store locked up.
P403+P233:Store in a well-ventilated place. Keep container tightly closed.
P501:Dispose of contents/container to..…

Computed Descriptors for 3,4-Dinitrochlorobenzene

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