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80-08-0

4-Aminophenyl sulfone

CAS: 80-08-0

Molecular Formula: C12H12N2O2S

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80-08-0 - Names and Identifiers

Name 4-Aminophenyl sulfone
Synonyms DDS
EPORAL
Dapsone
4,4'-DDS
DISULONE
NOVOPHONE
AVLOSULFON
SULFONA-MAE
SULPHADIONE
TIMTEC-BB SBB003168
4-Aminophenyl sulfone
P-AMINOPHENYL SULFONE
4,4-Sulfonyldianiline
diaminodiphenylsulfone
P,P'-SULFONYLDIANILINE
4,4-sulphonyldianiline
4-Aminophenyl sulphone
BIS(P-AMINOPHENYL)SULFONE
BIS(4-AMINOPHENYL) SULFONE
di(4-aminophenyl) sulphone
4,4'-Diaminodiphenylsulfone
4,4-Diaminodiphenyl sulfone
4,4-Diaminodiphenyl sulphone
4,4'-Diamino Diphenyl Sulfone
4,4'-Diaminodiphenyl sulphone
4,4'-Diamino Diphenyl Sulphone
4-((4-aminophenyl)sulfonyl)phenylamine
4,4'-Diaminodiphenyl sulfone for synthesis
FREE SAMPLE NCV 4,4-DIAMINO DIPHENYL SULPHONE STD
CAS 80-08-0
EINECS 201-248-4
InChI InChI=1/C12H10O2S.C7H6N2O5/c13-15(14,11-7-3-1-4-8-11)12-9-5-2-6-10-12;1-4-2-5(8(11)12)3-6(7(4)10)9(13)14/h1-10H;2-3,10H,1H3
InChIKey MQJKPEGWNLWLTK-UHFFFAOYSA-N

80-08-0 - Physico-chemical Properties

Molecular FormulaC12H12N2O2S
Molar Mass248.3
Density1.2701 (rough estimate)
Melting Point175-177°C(lit.)
Boling Point511.7±35.0 °C(Predicted)
Water Solubility<0.1 g/100 mL at 20 ºC
Solubility 0.38g/l
Vapor Presure0.004Pa at 25℃
AppearanceCrystalline Powder
ColorWhite to beige
Merck14,2822
BRN788055
pKapKb 13.0(at 25℃)
PH5.5-7.5 (H2O, 20℃)(saturated aqueous solution)
Storage Condition2-8°C
StabilityStable. Combustible. Incompatible with strong oxidizing agents.
Refractive Index1.5950 (estimate)
Physical and Chemical PropertiesMelting point 173-178°C
water-soluble <0.1g/100 mL at 20°C
UseThe drug of choice for the treatment of leprosy, can also be combined with other anti-leprosy drugs

80-08-0 - Risk and Safety

Hazard SymbolsXn - Harmful
Harmful
Risk Codes22 - Harmful if swallowed
Safety Description22 - Do not breathe dust.
UN IDs3249
WGK Germany1
RTECSBY8925000
TSCAYes
HS Code29309070
Hazard Class6.1(b)
Packing GroupIII
ToxicityLD50 orally in Rabbit: 1000 mg/kg LD50 dermal Rabbit > 4000 mg/kg

80-08-0 - Standard

Authoritative Data Verified Data

This product is 4,4 '-sulfonyl bis-aniline. Calculated as the dried product, the content of C12H12N202S shall not be less than 99.0%.

Last Update:2024-01-02 23:10:35

80-08-0 - Trait

Authoritative Data Verified Data
  • This product is white or off-white crystalline or crystalline powder; Odorless.
  • This product is soluble in acetone, dissolved in methanol, slightly soluble in ethanol, almost insoluble in water; Dissolved in dilute hydrochloric acid.

melting point

The melting point of this product (General 0612) is 176~181°C.

Last Update:2022-01-01 15:37:10

80-08-0 - Differential diagnosis

Authoritative Data Verified Data
  1. take this product, add methanol to make a solution containing 5ug per lml, according to UV-visible spectrophotometry (General 0401) determination, there is a maximum absorption at a wavelength of 261nm and 296Nm. The absorbance was 0.35-0.38 and 0.59-0.62, respectively.
  2. The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 412).
  3. This product shows the identification reaction of aromatic first amines (General rule 0301).
Last Update:2022-01-01 15:37:10

80-08-0 - Exam

Authoritative Data Verified Data

Related substances

take this product, add methanol to dissolve and dilute to make a solution containing about 10 mg per 1 ml, as a test solution; Take appropriate amount of precision, solutions containing about 20UG and 100ug per 1 ml, respectively, were prepared by dilution with methanol as Control Solutions (1) and (2). According to the thin layer chromatography (General 0502) test, draw 10ul of each of the above three solutions, respectively, on the same silica gel G thin layer plate, with toluene-acetone (2:1) as the developing solvent, dry, spray with 0.5% sodium nitrite 0. A 1 mol/L hydrochloric acid solution was then sprayed with a 0.1% dihydrochloric acid solution of naphthyl ethylenediamine after several minutes. Test solution such as impurity spots, compared with the control solution (1) of the main spot, not deeper; If there is more than 1~2 points, should not be deep in the control solution (2) the main spot.


loss on drying

take this product, dry to constant weight at 105°C, weight loss shall not exceed 1.0% (General rule 0831).


ignition residue

take l.Og of this product and check it according to law (General rule 0841). The residue left shall not exceed 0.1%.


Heavy metals

The residue left under the item of taking the ignition residue shall not contain more than 10 parts per million of heavy metal when examined by law (General Principles 0821, Law II).

Last Update:2022-01-01 15:37:11

80-08-0 - Content determination

Authoritative Data Verified Data

take this product about 0.25g, precision weighing, add water 30ml and hydrochloric acid solution (l-2)20ml, according to the permanent stop titration method (General rule 0701), with sodium nitrite titration solution (0.lmol/L) titration. Each l of sodium nitrite titration solution (0.1 mol/L) corresponds to 12.42mg of C12H12N202S.

Last Update:2022-01-01 15:37:11

80-08-0 - Category

Authoritative Data Verified Data

anti-leprosy drugs.

Last Update:2022-01-01 15:37:12

80-08-0 - Storage

Authoritative Data Verified Data

sealed storage.

Last Update:2022-01-01 15:37:12

80-08-0 - Dapsone tablets

Authoritative Data Verified Data

This product contains dapsone (C12H12N202S) should be 93.0% to 107.0% of the label.


trait

This product is white or off-white.


identification

  1. take this product, add methanol to make a solution containing about 5ug dapsone per 1 ml, filter, take the filtrate according to dapsone under the identification (1) test, showed the same results.
  2. take an appropriate amount of fine powder of this product (approximately equivalent to dapsone O. 1G), 20ml of acetone was added, stirred, dapsone was dissolved, filtered, the filtrate was evaporated to dryness, and the residue showed the same reaction according to the identification (3) test under dapsone.

examination

  • dissolution: according to the determination method of dissolution and release (General rule 0931, Method 1), the dissolution medium is 20ml of hydrochloric acid and water to 100 ml, and the rotation speed is rpm, operate according to the law, after 60 minutes, take the solution and filter, continue the filtrate (50mg specification) or take the continued filtrate accurately, A solution containing 50ug of dapsone per 1 mL (lOOmg specification) was prepared by quantitative dilution with dissolution medium as a test solution; An appropriate amount of dapsone reference was accurately weighed, the dissolution medium was added to dissolve and quantitatively dilute to prepare a solution containing about 50ug per 1 ml as a reference solution. Take 2ml of test solution and 2ml of reference solution respectively, put them in 25ml measuring flask, add 5ml of sodium hydroxide solution each, shake well, dilute with water to scale, shake well, the absorbance was measured at a wavelength of 0401 nm by ultraviolet-visible spectrophotometry (general), and the elution amount of each tablet was calculated. The limit is 75% of the labeled amount and shall be in accordance with the provisions.
  • others shall be in accordance with the relevant provisions under the item of tablets (General rule 0101).

Content determination

Take 20 tablets of this product, precise weighing, fine grinding, precise weighing to take an appropriate amount (equivalent to dapsone 0.25g), according to the method under the dapsone determination. Each 1 ml of sodium nitrite titration solution (0.1 mol/L) corresponds to 12.42mg of C12H12N202S.


category

Same as dapsone.


specification

(l)50mg (2)100mg


storage

sealed storage.

Last Update:2022-01-01 15:37:13

80-08-0 - Reference Information

LogP0.97 at 25℃
NIST chemical information information provided by: webbook.nist.gov (external link)
(IARC) carcinogen classification 3 (Vol. 24, Sup 7) 1987
EPA chemical substance information information provided by: ofmpeb.epa.gov (external link)
Overview 4-4 '-diaminodiphenyl sulfone is a widely used chemical entity, it is used both as a hardener in the curing of epoxy resins and as a therapeutic agent for the treatment of bacterial infections in humans or animals, and has been approved as an antibiotic by the Food and Drug Administration since 1963. With regard to its use in human medicine, dapsone is in fact an effective antibiotic for the initial treatment of leprosy and subsequently also as an inhibitor of dermatitis herpetiformis.
Application 4,4 '-diaminodiphenyl sulfone is an important aryl sulfone compound refined by high temperature and high pressure through ammoniation reaction. It is mainly used in the synthesis of polysulfone amide resin and other polymer synthetic materials, synthesis of a variety of acid azo dyes and disperse dyes. Can be used as epoxy resin curing agent and electrical insulation materials, textile equipment, can also be used as a catalyst, can also be used in the pharmaceutical industry for the treatment of leprosy and dermatitis herpetiformis, AIDS, etc.
preparation process will melt 4,4 '-dichlorodiphenyl sulfone is pumped into the pipeline reactor at a flow rate of 140g/h via a high pressure pump, at the same time, the mixture of ammonia water and cuprous chloride with a mass fraction of 25% is also injected into the pipeline reactor together through a high-pressure pump at a flow rate of 800g/h (wherein the flow rate of cuprous chloride is 5.6g/h), the continuous aminolysis reaction is carried out at a pressure of 14Mpa and a temperature of 220 ℃, and the residence time of the reaction material in the high-pressure pipe is 20 minutes. The product is analyzed by liquid chromatography after being discharged under reduced pressure through a pressure reducing valve, the ammonolysis product contains 0.1% of 4,4'-dichlorodiphenyl sulfone, and the output is sent to the recovery unit to distill the excess ammonia and separate the crude 4,4 '-diaminodiphenyl sulfone; the crude product is dissolved in hydrochloric acid with a mass fraction of 10% at 30 ℃, decolorized with activated carbon, filtered, cooled to below 10 ℃, and adjusted to Ph 2-10% with sodium carbonate solution with a mass fraction of 2.5, centrifugal filtration, then washed with water until neutral, and dried to obtain finished product, purity of 99.5% 4,4'-diaminodiphenyl sulfone product (liquid chromatography analysis), the total yield of 97.1% (4,4 '-dichlorobis Phenyl sulfone meter).
Use for the synthesis of polysulfonamide resin and other polymers, anti-leprosy drugs.
used as medicine, polymer material intermediates
for the treatment of leprosy drug of choice, can also be combined with other anti-leprosy drugs
for the treatment of various types of leprosy. It is industrially used as a curing agent for epoxy resins.
used as gas chromatography stationary liquid, organic synthesis intermediate and epoxy resin curing agent
production method add 4,4 '-dichlorodiphenyl sulfone, ketone powder, methylene chloride and ammonia water into the autoclave, heat with stirring, under the pressure of 170~202 ℃ and 3MPA, the reaction was carried out for 14h, then the temperature was lowered to 60 ℃, filtered, washed with water and dried to obtain the crude product 4,4'-diaminodiphenyl sulfone. According to the purpose of the product, the crude product is refined. For example, the crude product can be dissolved in 10% hydrochloric acid, decolorized with activated carbon, filtered, cooled to below 10 ℃, adjusted to Ph 2~2.5 with sodium carbonate solution, and centrifuged and filtered, after washing with water until neutral, the product is obtained by drying. The yield was more than 78%. (1) with p-nitrochlorobenzene and p-aminobenzene sulfonic acid as raw materials (2) with p-nitrochlorobenzene as raw materials (3) with p-chlorobenzene sulfonyl chloride and chlorobenzene as raw materials
category toxic substances
toxicity grade high toxicity
Acute toxicity oral-rat LD50: 1000 mg/kg; Oral-mouse LD50: 250 mg/kg
storage and transportation characteristics The warehouse is ventilated and dried at low temperature; It is stored and transported separately from food raw materials
fire extinguishing agent carbon dioxide, sand, dry powder
Occupational Standard SEL 5 mg/m3
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
Last Update:2024-04-09 02:00:12
80-08-0
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Mobile: +86-17551318830
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View History
80-08-0
TRIACETINE
2-丙烯酸
tetramethylpyrazine
116856-18-9
31795-12-7
13669-42-6
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328911-32-6
N-TRIDECYL ALCOHOL
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