CAS 599-79-1|2-HYDROXY-(5-([4-(2-PYRIDINYLAMINO)SULFONYL]PHENYL)AZO)BENZOIC ACID|Salazosulfapyridin|Asulfidine|Salazopyridin|Azopyrine|W-T Sasp Oral|Salicylazosulfapyridine|2-hydroxy-5-[(E)-2-{4-[(p...

General Information

Structure

Molecular Formula

C₁₈H₁₄N₄O₅S

Molecular Mass

398.39256

Exact Mass

398.06849057

Charge

InChI

InChI=1S/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

Canonic Smiles

OC(=O)c1cc(/N=N/c2ccc(cc2)S(=O)(=O)Nc2ccccn2)ccc1O

Isomeric Smiles

c1(S(=O)(=O)Nc2ccccn2)ccc(cc1)/N=N/c1cc(c(cc1)O)C(=O)O

Calculated Properties

JChem

LogD (pH = 7.4)

0.25

LogD (pH = 5.5)

1.97

Log P

4.25

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

3.23

Polar Surface Area

141.31

Polarizability

39.69

Molar Refractivity

104.60

LOG S

-4.21

Data Source

Names and Identifiers

Synonyms

2-HYDROXY-(5-([4-(2-PYRIDINYLAMINO)SULFONYL]PHENYL)AZO)BENZOIC ACIDSulphasalazineSulfasalazineSulfasalazin5-(p-(2-Pyridinylsulfamoyl)Phenylazo)Salicylic Acid5-[4-(2-Pyridylsulfamoyl)phenylazo]salicylic acidSulfasalazine (Azulfidine)柳氮磺胺吡啶Salazopyrin5-[对-(2-吡啶胺磺酰基)苯]偶氮水杨酸SulfasalazineAzulfidine2-hydroxy-5-(2-{4-[(pyridin-2-yl)sulfamoyl]phenyl}diazen-1-yl)benzoic acidNSC 6672195-[p-(2-Pyridylsulfamyl)phenylazo]salicylic AcidNSC 2037302-Hydroxy-5-[[4-[(2-pyridinylamino)sulfonyl]phenyl]azo]benzoic AcidColo-Pleon5-[[p-(2-Pyridylsulfamoyl)phenyl]azo]salicylic AcidSalazopyridinSalicylazosulfapyridineSalazosulfapyridinSalazopyrineSalisulfBenzosulfaAzopyrineAzulfidine ENSalazosulfapyridineAzopyrinReupirin5-(4-(2-Pyridylsulfamoyl)phenylazo)-2-hydroxybenzoic acidSalazosulfapyridine5-(p-(2-Pyridylsulfamyl)phenylazo)salicylic acid4-(Pyridyl-2-amidosulfonyl)-3'-carboxy-4'-hydroxyazobenzeneSalicylazosulfapyridine5-((p-(2-Pyridylsulfamoyl)phenyl)azo)salicylic acid2-Hydroxy-5-[4-(pyridin-2-ylsulfamoyl)-phenylazo]-benzoic acid2-Hydroxy-5-((4-((2-pyridinylamino)sulfonyl)phenyl)azo)benzoic acidsulfasalazineSulfasalazine

Brand Name

AzulfidineW-T Sasp OralSalazosulfapyridineSalazopyrin EN-TabsPMS-SulfasalazineAzopyrineBenzosulfaSalazosulfapyridinColo-PleonSalazopyridinAzopyrinSalazopiridazinAsulfidineAlti-SulfasalazineSalicylazosulfapyridineSalisulfAzlufidine EN-TabsReupirinPms-Sulfasalazine E.C.S.A.S. Enteric-500SalazopyrinAzulfidine EN-TabsRorasulSulcolonAccucol

IUPAC name

2-hydroxy-5-[(E)-2-{4-[(pyridin-2-yl)sulfamoyl]phenyl}diazen-1-yl]benzoic acid 2-hydroxy-5-(2-{4-[(pyridin-2-yl)sulfamoyl]phenyl}diazen-1-yl)benzoic acid 2-hydroxy-5-[(1E)-2-{4-[(pyridin-2-yl)sulfamoyl]phenyl}diazen-1-yl]benzoic acid

IUPAC Traditional name

sulfasalazine @sulfasalazine 2-hydroxy-5-(2-{4-[(pyridin-2-yl)sulfamoyl]phenyl}diazen-1-yl)benzoic acid

API Name

Sulfasalazine

International Nonproprietary Name (INN)

sulfasalazineSalazosulfapyridinumSulfasalazinaSalazosulfapiridinaSulfasalazinum

Names and Identifiers

Registration numbers

EC Number

MDL Number

CAS Number

Beilstein Number

PubChem CID

PubChem SID

4650545116096413785164696

DrugBank ID

DB00795

BRENDA Database

3.4.19.92.1.1.672.7.7.651.1.1.1412.7.2.3

BRENDA Ligand Database

982412053043818

ArrayExpress (Gene Expression Altlas)

E-MEXP-874

Protein Data Bank

4j7x6g0g5acl13gs6r7s7er8

CHEMBL

CHEMBL421

BKMS React Database

982414381820530

Patent number

US2396145

PubMed Citation Links

2434548149818981524821016322111173865701158722311485124113623297720170

KEGG DRUG Database

Gmelin ID

CompTox Database

IEDB Database

SureChEMBL Database

PDBeChem Database

CHEBI ID

CHEBI:9334CHEBI:101223

KEGG ID

C07316

ACToR Database

599-79-1

Reaxys Registry

8132868

SABIO-RK Database

BindingDB Database

5010359650097125

Registration numbers

Properties

Pharmacology Properties

Target

Others

Properties

Related Proteins

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

DrugBank

DB00795

Drug Groups

approved

Description

A drug that is used in the management of inflammatory bowel diseases. Its activity is generally considered to lie in its metabolic breakdown product, 5-aminosalicylic acid (see mesalamine) released in the colon. (From Martindale, The Extra Pharmacopoeia, 30th ed, p907)

Indication

For the treatment of Crohn's disease and rheumatoid arthritis as a second-line agent.

Pharmacology

Sulfasalazine is an anti-inflammatory indicated for the treatment of ulcerative colitis and rheumatoid arthritis.

Affected Organisms

Humans and other mammals

Half Life

5-10 hours

Elimination

The majority of 5-ASA stays within the colonic lumen and is excreted as 5-ASA and acetyl-5-ASA with the feces.

Distribution

* 7.5 ± 1.6 L

Clearance

* 1 L/h [IV administration]

External Links

• [Wikipedia]

• [RxList]

• [Drugs.com]

DB08518

Drug information: experimental

MP Biomedicals

02191144

Purity: ~95%

Sigma Aldrich

S0883

包装
10, 50, 100 g in glass bottle

TRC

S699084

Sulfasalazine is an anti-inflammatory (gastrointestinal). Sulfasalazine has been used in granulomatous colitis.

ChEBI

CHEBI:9334

An azobenzene consisting of diphenyldiazene having a carboxy substituent at the 4-position, a hydroxy substituent at the 3-position and a 2-pyridylaminosulphonyl substituent at the 4'-position.

Molecule Details

References

PubChem Literature

From Data Sources

• Schroder, H., et al.: Clin. Pharmacol. Ther.,13, 539 (1972)

• McDonnell, J.P., et al.: Anal. Profiles Drug Subs., 5, 515 (1972)

• Klotz, U., et al.: Clin. Pharmacokinet.,10, 285 (1972)

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

Brand Name

IUPAC name

IUPAC Traditional name

sulfasalazine @sulfasalazine 2-hydroxy-5-(2-{4-[(pyridin-2-yl)sulfamoyl]phenyl}diazen-1-yl)benzoic acid

API Name

Sulfasalazine

International Nonproprietary Name (INN)

sulfasalazineSalazosulfapyridinumSulfasalazinaSalazosulfapiridinaSulfasalazinum

Registration numbers

EC Number

MDL Number

CAS Number

Beilstein Number

PubChem CID

PubChem SID

4650545116096413785164696

DrugBank ID

DB00795

BRENDA Database

3.4.19.92.1.1.672.7.7.651.1.1.1412.7.2.3

BRENDA Ligand Database

982412053043818

ArrayExpress (Gene Expression Altlas)

E-MEXP-874

Protein Data Bank

4j7x6g0g5acl13gs6r7s7er8

CHEMBL

CHEMBL421

BKMS React Database

982414381820530

Patent number

US2396145

PubMed Citation Links

2434548149818981524821016322111173865701158722311485124113623297720170

KEGG DRUG Database

Gmelin ID

CompTox Database

IEDB Database

SureChEMBL Database

PDBeChem Database

CHEBI ID

CHEBI:9334CHEBI:101223

KEGG ID

C07316

ACToR Database

599-79-1

Reaxys Registry

8132868

SABIO-RK Database

BindingDB Database

5010359650097125

Properties

Pharmacology Properties

Target

Others

Molecule Details

DrugBank

DB00795

Drug Groups

approved

Description

Indication

For the treatment of Crohn's disease and rheumatoid arthritis as a second-line agent.

Pharmacology

Sulfasalazine is an anti-inflammatory indicated for the treatment of ulcerative colitis and rheumatoid arthritis.

Affected Organisms

Humans and other mammals

Half Life

5-10 hours

Elimination

The majority of 5-ASA stays within the colonic lumen and is excreted as 5-ASA and acetyl-5-ASA with the feces.

Distribution

* 7.5 ± 1.6 L

Clearance

* 1 L/h [IV administration]

External Links

• [Wikipedia]

• [RxList]

• [Drugs.com]

DB08518

Drug information: experimental

MP Biomedicals

02191144

Purity: ~95%

Sigma Aldrich

S0883

包装
10, 50, 100 g in glass bottle

TRC

S699084

Sulfasalazine is an anti-inflammatory (gastrointestinal). Sulfasalazine has been used in granulomatous colitis.

ChEBI

CHEBI:9334

An azobenzene consisting of diphenyldiazene having a carboxy substituent at the 4-position, a hydroxy substituent at the 3-position and a 2-pyridylaminosulphonyl substituent at the 4'-position.

References

PubChem Literature

From Data Sources

• Schroder, H., et al.: Clin. Pharmacol. Ther.,13, 539 (1972)

• McDonnell, J.P., et al.: Anal. Profiles Drug Subs., 5, 515 (1972)

• Klotz, U., et al.: Clin. Pharmacokinet.,10, 285 (1972)

Bioactivity

PubChem BioAssay

Molecule

ID:674