5-[4-(2-PYRIDYLSULFAMOYL)PHENYLAZO]SALICYLIC ACID
Salazosulfapyridine
CAS: 599-79-1
Molecular Formula: C18H14N4O5S
5-[4-(2-PYRIDYLSULFAMOYL)PHENYLAZO]SALICYLIC ACID - Names and Identifiers
| Name | Salazosulfapyridine |
| Synonyms | SSZ SASP SULFASALAZINE sulfasalazine Sulphasalazine Salazosulfapyridine SALAZOSULFAPYRIDINE LABOTEST-BB LT00772281 salicylazosulfapyridine 5-[4-(2-PYRIDYLSULFAMOYL)PHENYLAZO]SALICYLIC ACID 5-(p-(2-pyridylsulfamoyl)phenylazo)salicylic acid Benzoic acid, 2-hydroxy-5-4-(2-pyridinylamino)sulfonylphenylazo- 2-hydroxy-5-[[4-[(2-pyridinylamino)sulfonyl]phenyl]azo]benzoic acid 2-hydroxy-5-{[4-(pyridin-2-ylsulfamoyl)phenyl]diazenyl}benzoic acid 2-hydroxy-5-{(E)-[4-(pyridin-2-ylsulfamoyl)phenyl]diazenyl}benzoic acid 6-oxo-3-{[4-(pyridin-2-ylsulfamoyl)phenyl]hydrazono}cyclohexa-1,4-diene-1-carboxylic acid (3Z)-6-oxo-3-{[4-(pyridin-2-ylsulfamoyl)phenyl]hydrazono}cyclohexa-1,4-diene-1-carboxylic acid |
| CAS | 599-79-1 |
| EINECS | 209-974-3 |
| InChI | InChI=1/C18H14N4O5S/c23-16-9-6-13(11-15(16)18(24)25)21-20-12-4-7-14(8-5-12)28(26,27)22-17-3-1-2-10-19-17/h1-11,23H,(H,19,22)(H,24,25)/b21-20+ |
| InChIKey | NCEXYHBECQHGNR-QZQOTICOSA-N |
5-[4-(2-PYRIDYLSULFAMOYL)PHENYLAZO]SALICYLIC ACID - Physico-chemical Properties
| Molecular Formula | C18H14N4O5S |
| Molar Mass | 398.39 |
| Density | 1.3742 (rough estimate) |
| Melting Point | 260-265°C (dec.)(lit.) |
| Boling Point | 689.3±65.0 °C(Predicted) |
| Flash Point | 370.704°C |
| Water Solubility | <0.1 g/100 mL at 25 ºC |
| Solubility | Slightly soluble in ethanol, insoluble in water, chloroform, ether, benzene |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | Brown yellow fine crystal |
| Color | Orange |
| Merck | 14,8942 |
| BRN | 356241 |
| pKa | pKa 0.6(H2Ot = 20I < 0.001) (Uncertain);2.4(H2Ot = 20I < 0.001) (Uncertain);9.7(H2Ot = 20I < 0.001) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month. |
| Sensitive | Easily absorbing moisture |
| Refractive Index | 1.6000 (estimate) |
| MDL | MFCD00057363 |
| Physical and Chemical Properties | Melting point 240-245°C water-soluble <0.1g/100 mL at 25°C |
| Use | Intestinal sulfa drugs, with special affinity to connective tissue, is currently the treatment of chronic ulcer conjunctivitis better drugs |
| In vitro study | Sulfasalazin, like methotrexate, enhances the release of adenosine from inflamed sites, and adenosine reduces inflammation through the A2 receptors of inflammatory cells. Sulfasalazin treatment for 4 hours inhibited κB-dependent transcription with an IC 50 value of approximately 0.625 mM. Sulfasalazin(2.5 mM) caused cell death of T lymphocytes in a dose-and time-dependent manner. Sulfasalazin, but not 5ASA or sulfapyridine, potently inhibited NF-κB activation and potently induced apoptosis of T lymphocytes. Sulfasalazin is cleaved by colonic bacteria into sulfapyridine and 5-aminosalicylic acid (5-ASA;mesalamine), the latter also inhibiting NF-κB activity. Sulfasalazin, but not its cleaved form, 5-ASA, dose-dependently inhibited glioma growth. This effect was entirely due to cystine uptake, via inhibition of (-) cystine glutamate transport in the system x(c). Sulfasalazin inhibits cystine uptake, causing a chronic depletion of intracellular glutathione, thereby disrupting the cell's redox defenses and hindering tumor growth. |
| In vivo study | In the mouse air pouch model, Sulfasalazin significantly reduced the number of leukocytes accumulated in the inflamed (carrageenan, 2 mg/mL) air pouch. Sulfasalazin treatment promoted a significant increase in splenocyte (AICAR) concentration, consistent with the in vitro inhibition of AICAR formyltransferase by Sulfasalazin. |
5-[4-(2-PYRIDYLSULFAMOYL)PHENYLAZO]SALICYLIC ACID - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | 42/43 - May cause sensitization by inhalation and skin contact. |
| Safety Description | S22 - Do not breathe dust. S29/56 - S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | 3077 |
| WGK Germany | 2 |
| RTECS | VO6250000 |
| FLUKA BRAND F CODES | 8 |
| HS Code | 29350090 |
| Toxicity | LD50 oral in rabbit: > 7500mg/kg |
5-[4-(2-PYRIDYLSULFAMOYL)PHENYLAZO]SALICYLIC ACID - Upstream Downstream Industry
| Raw Materials | 2-Aminopyridine Acetic acid |
5-[4-(2-PYRIDYLSULFAMOYL)PHENYLAZO]SALICYLIC ACID - Reference
| Reference Show more | 1. [IF=5.914] Haoan Zhao et al."Honey Polyphenols Ameliorate DSS-Induced Ulcerative Colitis via Modulating Gut Microbiota in Rats."Mol Nutr Food Res. 2019 Dec;63(23):1900638 2. [IF=4.36] Xuanqing Chen et al."Ginsenoside Rh2 alleviates ulcerative colitis by regulating the STAT3/miR-214 signaling pathway."J Ethnopharmacol. 2021 Jun;274:113997 |
5-[4-(2-PYRIDYLSULFAMOYL)PHENYLAZO]SALICYLIC ACID - Standard
Authoritative Data Verified Data
This product is 5-[p-(2-pyridylaminosulfonyl) benzene] azosalicylic acid. Calculated as the dried product, the content of C18H14N405S should be 97.0% ~ 101.5%.
Last Update：2024-01-02 23:10:35
5-[4-(2-PYRIDYLSULFAMOYL)PHENYLAZO]SALICYLIC ACID - Trait
Authoritative Data Verified Data
- This product is dark yellow to brown yellow powder; Odorless.
- This product is very slightly soluble in ethanol, almost insoluble in water; Soluble in sodium hydroxide solution.
Last Update：2022-01-01 13:39:43
5-[4-(2-PYRIDYLSULFAMOYL)PHENYLAZO]SALICYLIC ACID - Differential diagnosis
Authoritative Data Verified Data
- the solution under the content measurement was measured by ultraviolet-visible spectrophotometry (General 0401), and the maximum absorption was found at a wavelength of Nm.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 620).
Last Update：2022-01-01 13:39:44
5-[4-(2-PYRIDYLSULFAMOYL)PHENYLAZO]SALICYLIC ACID - Exam
Authoritative Data Verified Data
acidity
take this product 1.Og, add 100ml of water, heat for 5 minutes in a water bath, let cool, filter, take 50ml of filtrate, add 2 drops of phenolphthalein indicator solution and sodium hydroxide titration solution (0.1mol/L)0.5, red.
nitride
take this product l. Add 100ml of water, heat to 70 ℃, after 5 minutes, let cool, filter, take filtrate 25ml, check according to law (General rule 0801), and standard sodium chloride solution 7.0ml of the control solution should not be more concentrated (0.028%).
sulfate
take 50ml of the filtrate under the chloride check item and check it according to the law (General 0802). Compared with the control solution made of 2.0ml of standard potassium sulfate solution, it should not be more concentrated (0.04%).
Related substances
take an appropriate amount of this product, precision weighing, and add ammonia solution (take the concentrated ammonia solution 8ml, dilute to 1000ml with water) to dissolve and dilute to prepare a solution containing lmg per lml, as a test solution; An appropriate amount was taken in a precise amount and quantitatively diluted with ammonia solution to prepare a solution containing 10ug per 1 ml as a control solution. According to the high performance liquid chromatography (General 0512) test, with eighteen alkyl silane bonded silica gel as filler; Phosphate buffer (pH 4.8) as mobile phase A, methanol-phosphate buffer (pH 4.8)(80:20) was used as mobile phase B; Gradient elution was carried out according to the following table, and the detection wavelength was 320mn. The degree of separation between sulfasalazine peak and adjacent impurity peak shall meet the requirements. 20 u1 of the test solution and the control solution were respectively injected into the human liquid chromatograph, and the chromatograms were recorded.
In the chromatogram of the test solution
If there are impurity peaks, except sulfapyridine peak and salicylic acid peak, the area of single impurity peak shall not be greater than the area of main peak of control solution (1.0% ) , the sum of each impurity peak area shall not be greater than 4 times (4.0%) of the main peak area of the control solution. The peaks in the chromatogram of the test solution which were 0.05 times smaller than the main peak area of the control solution were ignored.
salicylic acid and sulfapyridine
take the test solution under the item of related substances as the test solution; Take the appropriate amount of the salicylic acid reference substance and the sulfapyridine reference substance, the ammonia solution was dissolved and quantitatively diluted to prepare a solution containing 5ug each in 1 ml as a control solution. According to the test of high performance liquid chromatography (General 0512), silica gel bonded with eighteen alkyl silane was used as the filler; Phosphate buffer (pH 4.8) (sodium dihydrogen phosphate l was taken. O g and sodium acetate 2.5g, add water 900ml to dissolve, and adjust the pH value to 4.8 with glacial acetic acid, dilute to 1000ml with water)-methanol (76:24) as mobile phase A, the mobile phase B was methanol-phosphate buffer (pH 4.8)(80:20), and the gradient elution was carried out according to the following table; The detection wavelength was 300nm. The resolution of salicylic acid peak and sulfapyridine peak should be greater than 2.0. 20ul of the test solution and the reference solution were respectively injected into the liquid chromatograph, and the chromatograms were recorded. If there are chromatographic peaks in the chromatogram of the test solution that are consistent with the retention time of salicylic acid and sulfapyridine, the peak area shall be calculated according to the external standard method, and shall not exceed 0.5%.
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
not more than 0.2% (General rule 0841).
Heavy metals
This product l.Og, inspection according to law (General Principles 0821 second law), containing heavy metals shall not exceed 20 parts per million.
Last Update：2022-01-01 13:39:45
5-[4-(2-PYRIDYLSULFAMOYL)PHENYLAZO]SALICYLIC ACID - Content determination
Authoritative Data Verified Data
take 0.15g of this product, weigh it accurately, put it in a 100ml measuring flask, add 0.lmol/L sodium hydroxide solution 10ml to dissolve, diluted with water to the scale, shake, precision take lml, put 200ml flask, add water 180ml, with acetic acid-sodium acetate buffer (pH 4.5) dilute to the scale, with water as a blank, according to UV-visible spectrophotometry (General 0401) at the wavelength of 359nm absorbance was measured, calculated as C18H14N405S absorption coefficient of 658.
Last Update：2022-01-01 13:39:46
5-[4-(2-PYRIDYLSULFAMOYL)PHENYLAZO]SALICYLIC ACID - Category
Authoritative Data Verified Data
sulfonamides.
Last Update：2022-01-01 13:39:46
5-[4-(2-PYRIDYLSULFAMOYL)PHENYLAZO]SALICYLIC ACID - Storage
Authoritative Data Verified Data
light shielding, sealed storage.
Last Update：2022-01-01 13:39:47
5-[4-(2-PYRIDYLSULFAMOYL)PHENYLAZO]SALICYLIC ACID - Sulfasalazine Tablets
Authoritative Data Verified Data
This product contains sulfasalazine (C18H14N405S) should be 95.0% to 105.0% of the label.
trait
This product is an enteric sugar-coated tablet or film-coated tablet, which shows yellow to brown after removing the coating.
identification
- take an appropriate amount of fine powder of this product (about 20mg equivalent to sulfasalazine), add 2ml of glacial acetic acid, add about 0.2g of zinc powder, slowly boil, and the yellow color immediately disappears.
- take an appropriate amount of fine powder of this product (about 50mg equivalent to sulfasalazine), place it in a small tube, heat it with direct fire, I .e., melt, continue heating, I .e., yellow smoke and carbon disulfide odor.
- the solution under the content measurement was measured by ultraviolet-visible spectrophotometry (General 0401), and the maximum absorption was found at a wavelength of Nm.
examination
- for related substances, take an appropriate amount of fine powder under the content determination item (about equivalent to 0.lg of sulfasalazine), weigh it accurately, put it in a 100ml measuring flask, and add ammonia solution (take 8ml of concentrated ammonia solution), dilute with water to 1000ml) appropriate amount, sonicate sulfasalazine, cool, dilute with ammonia solution to scale, shake, filter, take the continued filtrate as the test solution; Take appropriate amount with precision, A solution containing sulfasalazine lOug per 1 ml was prepared as a control solution by quantitative dilution with ammonia solution. If there are impurity peaks in the chromatogram of the test solution, except the sulfasalazine peak and the salicylic acid peak, the single impurity peak area shall not be greater than the main peak area of the control solution (1.0% ) , and the sum of each impurity peak area shall not be greater than 4 times (4.0%) of the main peak area of the control solution. The peaks in the chromatogram of the test solution which were 0.05 times smaller than the main peak area of the control solution were ignored.
- salicylic acid and sulfapyridine take the test solution under the item of related substances as the test solution; Take the appropriate amount of the reference substance of salicylic acid and the reference substance of sulfapyridine respectively, the ammonia solution was dissolved and quantitatively diluted to prepare a solution containing 5ug each in 1 ml as a control solution. According to the method for determination of salicylic acid and sulfapyridine in sulfasalazine, if there are chromatographic peaks with the same retention time as salicylic acid and sulfapyridine in the chromatogram of the test solution, the peak area shall be calculated according to the external standard method, 0.5% of the labeled amount shall not be exceeded.
- dissolution of this product, according to the dissolution and release determination method (General rule 0931 The first method), with hydrochloric acid solution (9-1000) 1000ml as the dissolution medium, the rotation speed is 100 rpm, operate according to law, after 2 hours, immediately put the basket to the liquid surface, for the test piece shall not have cracks or disintegration phenomenon. The basket is then immersed in phosphate buffer (pH 7.5)(take potassium dihydrogen phosphate 6.8g and sodium hydroxide 1.66g, dissolve in water and dilute to 7.5, adjust the pH to with 5mol/L sodium hydroxide solution or phosphoric acid) in the dissolution medium of 900ml, the rotational speed is unchanged, and the operation is continued according to law. After 1 hour, the solution is filtered, and 2ml of the filtrate is accurately measured and placed in the lO0ml measuring flask, dilute to scale with acetic acid-sodium acetate buffer (pH 4.5), shake well, measure absorbance at the wavelength of 359nm by UV-visible spectrophotometry (General 0401), the elution amount of each tablet was calculated as the absorption coefficient of C18H14N405S was 658. The limit is 70% 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 10 tablets of this product, remove the coating, grind, precision weigh the appropriate amount of fine powder (equivalent to 150mg of sulfasalazine), put it in a 100ml measuring flask, add 0.lmol/L sodium hydroxide solution 10ml, shake to dissolve sulfasalazine, dilute to the scale with water, shake well, filter, accurately take 1ml of continued filtrate, put it in 200ml measuring flask, add 180ml of water, with acetic acid-sodium acetate buffer (pH 4.5) diluted to the scale, with water as a blank, according to UV-visible spectrophotometry (General 0401), at the wavelength of 359nm absorbance, calculated as the absorption coefficient of C18H14N405S is 658.
category
with sulfasalazine.
specification
0.25g
storage
light shielding, sealed storage.
Last Update：2022-01-01 13:39:48
5-[4-(2-PYRIDYLSULFAMOYL)PHENYLAZO]SALICYLIC ACID - Sulfasalazine Suppositories
Authoritative Data Verified Data
This product contains sulfasalazine (C18H14N405S) should be 90.0% to 110.0% of the label.
trait
This product is a yellow suppository made of fatty matrix.
identification
- the solution under the content measurement was measured by ultraviolet-visible spectrophotometry (General 0401), and the maximum absorption was found at a wavelength of Nm.
- take an appropriate amount of this product (about equivalent to sulfasalazine 120mg), mince, add glacial acetic acid 10ml, stir, filter, take filtrate 2ml, add zinc powder about 0.2g, slowly boil, the yellow color disappeared.
examination
- Related substances take an appropriate amount of this product (about 0.lg equivalent to sulfasalazine) chopped under the content determination item, put it in a 100ml measuring flask, and add ammonia solution (take 8ml of concentrated ammonia solution and dilute it to 1000ml with water) appropriate amount of sulfasalazine was dissolved in a hot water bath with shaking and allowed to cool. Dilute with ammonia solution until the scale is reached, A solution containing sulfasalazine lOug per 1 ml was prepared as a control solution by quantitative dilution with ammonia solution. If there are impurity peaks in the chromatogram of the test solution, except the sulfasalazine peak and the salicylic acid peak, the single impurity peak area shall not be greater than the main peak area of the control solution (1.0% ) , and the sum of each impurity peak area shall not be greater than 4 times (4.0%) of the main peak area of the control solution. The peaks in the chromatogram of the test solution which were 0.05 times smaller than the main peak area of the control solution were ignored.
- salicylic acid and sulfapyridine take the test solution under the item of related substances as the test solution; Take the appropriate amount of the reference substance of salicylic acid and the reference substance of sulfapyridine respectively, the ammonia solution was dissolved and quantitatively diluted to prepare a solution containing 5ug each in 1 ml as a control solution. According to the method for determination of salicylic acid and sulfapyridine in sulfasalazine, if there are chromatographic peaks with the same retention time as salicylic acid and sulfapyridine in the chromatogram of the test solution, the peak area shall be calculated according to the external standard method, 0.5% of the labeled amount shall not be exceeded.
- others should comply with the relevant provisions under suppository (General rule 0107).
Content determination
Take 10 capsules of this product, precision weighing, chopping, mixing, precision weighing an appropriate amount (about 0.15g equivalent to sulfasalazine), put it in a 200ml measuring flask, add 0.1 mol/L sodium hydroxide solution (20ml), put in a hot water bath, shake to dissolve sulfasalazine, let it cool, dilute to scale with water, shake well, filter, and take 2ml continuous filtrate with precision, add 20ml of acetic acid-sodium acetate buffer (pH 4.5) into a 200ml measuring flask, dilute with water to the scale, use water as blank, and perform UV-Vis spectrophotometry (General rule 0401), the absorbance was measured at a wavelength of 359mn and was calculated as having an absorption coefficient of C18H14N4O5S of 658.
category
with sulfasalazine.
specification
0.5g
storage
It was sealed and stored at 30 ° C. Or lower.
Last Update：2022-01-01 13:39:49
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Product Name: Sulfasalazine Visit Supplier Webpage Request for quotationCAS: 599-79-1
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Spot supply
Product Name: Sulfasalazine Visit Supplier Webpage Request for quotationCAS: 599-79-1
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Multiple SpecificationsSpot supply
Product Name: Sulfasalazine Visit Supplier Webpage Request for quotationCAS: 599-79-1
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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Raw Materials for 5-[4-(2-PYRIDYLSULFAMOYL)PHENYLAZO]SALICYLIC ACID