SULFAPHENAZOLE | 526-08-9

SULFAPHENAZOLE Properties

Melting point	179-183 °C
Boiling point	541.9±56.0 °C(Predicted)
Density	1.39
refractive index	1.6440 (estimate)
storage temp.	2-8°C
solubility	Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form	Solid
pka	pKa 5.71(H2O t = 25 I = 0.05) (Uncertain)
color	white to light yellow
InChI	InChI=1S/C15H14N4O2S/c16-12-6-8-14(9-7-12)22(20,21)18-15-10-11-17-19(15)13-4-2-1-3-5-13/h1-11,18H,16H2
InChIKey	QWCJHSGMANYXCW-UHFFFAOYSA-N
SMILES	C1(S(NC2N(C3=CC=CC=C3)N=CC=2)(=O)=O)=CC=C(N)C=C1
EWG's Food Scores	1
FDA UNII	0J8L4V3F81
ATC code	J01ED08
UNSPSC Code	12352204
NACRES	NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302-H315-H319-H335
Precautionary statements	P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
PPE	Eyeshields, Gloves, type N95 (US)
Safety Statements	24/25
WGK Germany	2
RTECS	DA9520000
HS Code	29339900
Storage Class	11 - Combustible Solids
Toxicity	LD50 orally in mice: 5800 mg/kg (Seki)

SULFAPHENAZOLE price More Price(81)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	S0758	Sulfaphenazole ≥98%	526-08-9	1g	$425	2026-04-30	Buy
Sigma-Aldrich	S0758	Sulfaphenazole ≥98%	526-08-9	5x1g	$1530	2026-04-30	Buy
Sigma-Aldrich	SRP4745	TFF-2 human recombinant, expressed in E. coli, ≥98% (SDS-PAGE), ≥98% (HPLC)	526-08-9	20μg	$353	2023-01-07	Buy
TCI Chemical	U0170	Sulfaphenazole	526-08-9	100MG	$100	2026-04-30	Buy
Cayman Chemical	14844	Sulfaphenazole ≥98%	526-08-9	250mg	$129	2026-04-30	Buy

Product number	Packaging	Price	Buy
S0758	1g	$425	Buy
S0758	5x1g	$1530	Buy
SRP4745	20μg	$353	Buy
U0170	100MG	$100	Buy
14844	250mg	$129	Buy

SULFAPHENAZOLE Chemical Properties, Uses, Production

Description

CYP2C9 is a major cytochrome P450 enzyme that is involved in the metabolic clearance of various therapeutic agents. Disruption of this enzyme’s activity can lead to adverse drug reactions. Sulfaphenazole is an inhibitor of CYP2C9 (K_i = 0.3 μM) that demonstrates at least 100-fold selectivity over other CYP450 isoforms (K_is = 63 and 29 μM for CYP2C8 and CYP2C18, respectively, and no activity at CYP1A1, CYP1A2, CYP3A4, CYP2C19). At 10 μM, sulfaphenazole has been shown to inhibit endothelium-derived hyperpolarizing factor synthase, a CYP450 isozyme in the porcine coronary artery homologous to CYP2C8/9 that generates reactive oxygen species in coronary endothelial cells and modulates vascular tone and homeostasis.

Chemical Properties

White to off-white powder

Uses

Sulfaphenazole is used as an inhibitor for mammalian CYP2C9, an enzyme of the cytochrome P450 family allowing for pharmacological application.Sulfaphenazole can help protect against ischemia-reperfusion, and resulting tissue damage by inhibition of CYP2C9.

Uses

Sulfaphenazole has been used as a positive control to inhibit cytochrome P450 2C9 (cyp2c9) to quantify Rhodiola rosea inhibition. It has also been used as cytochrome P450 2C9 (cyp2c9) inhibitor in endothelial cells and microsomal preparations.

Definition

ChEBI: A sulfonamide that is sulfanilamide in which the sulfonamide nitrogen is substituted by a 1-phenyl-1H-pyrazol-5-yl group. It is a selective inhibitor of cytochrome P450 (CYP) 2C9 isozyme, and antibacterial agent.

Biochem/physiol Actions

Antibacterial. Specific inhibitor of CYP2C9. Blocks pro-inflammatory and atherogenic effects of linoleic acid (increase in oxidative stress and activation of AP-1) mediated by CYP2C9. Specific inhibitor of CYP2C9. Blocks pro-inflammatory and atherogenic effects of linoleic acid (increase in oxidative stress and activation of AP-1) mediated by CYP2C9. Inhibits bradykinin-induced tPA release.

in vitro

in yeast expressed human cytochromes p450 of the 1a, 3a, and 2c subfamilies, sulfaphenazole acts as a strong and competitive inhibitor of cyp 2c9 with the ki value of 0.3 ± 0.1 μm. the ki values of sulfaphenazole for cyp 2c8 and 2c18 were 63 and 29 μm, respectively. sulfaphenazole failed to inhibit cyp 1a1, 1a2, 3a4, and 2c19 [1].

in vivo

in diabetic male mice (db/db strain), daily intraperitoneal injections of either the cyp 2c inhibitor sulfaphenazole (5.13 mg/kg) for 8 weeks, sulfaphenazole restored endothelium-mediated relaxation in db/db mice. sulfaphenazole reduced oxidative stress, increased no bioavailability and restored endothelial function in db/db mice [3].

Purification Methods

Crystallise it from EtOH or aqueous EtOH. [Schmidt & Druey Helv Chim Acta 41 309 1958, Beilstein 25 III/IV 2029.]

Description

TFF-2 Human Recombinant produced in E.Coli is a single, non-glycosylated, polypeptide chain containing 106 amino acids (24-129) and having a total molecular mass of 12 kDa. TFF2 Human Recombinant includes a 40-amino acid trefoil motif containing three conserved intramolecular disulfide bonds and was purified by proprietary chromatographic techniques.

Source

Escherichia Coli

Background

Proteins of the TFF family are characterized by obtaining a minimum of 1 copy of the trefoil motif, a 40-amino acid domain that contains 3 conserved disulfides. Trefoil Factors are stable secretory proteins expressed in gastrointestinal mucosa which protect the mucosa from insults, stabilize the mucus layer and affect healing of the epithelium.TFF2 inhibits gastric acid motility & secretion. TFF2 stabilizes glycoproteins in the mucus gel through interactions with carbohydrate side chains.

References

[1] mancy a, dijols s, poli s, et al. interaction of sulfaphenazole derivatives with human liver cytochromes p450 2c: molecular origin of the specific inhibitory effects of sulfaphenazole on cyp 2c9 and consequences for the substrate binding site topology of cyp 2c9[j]. biochemistry, 1996, 35(50): 16205-16212.
[2] rettie a e, jones j p. clinical and toxicological relevance of cyp2c9: drug-drug interactions and pharmacogenetics[j]. annu. rev. pharmacol. toxicol., 2005, 45: 477-494.
[3] elmi s, sallam n a, rahman m m, et al. sulfaphenazole treatment restores endothelium-dependent vasodilation in diabetic mice[j]. vascular pharmacology, 2008, 48(1): 1-8.

SULFAPHENAZOLE synthesis

Synthesis of SULFAPHENAZOLE from [4-(2-Phenyl-2H-pyrazol-3-ylsulfamoyl)-phenyl]-carbamic acid ethyl ester

SULFAPHENAZOLE Preparation Products And Raw materials

Raw materials

Sodium dithionite Ethanol Triethyl orthoformate 5-Amino-1-phenylpyrazole Chlorosulfonic acid

Ethyl acetate Hydrochloric acid Sodium hydroxide Thionyl chloride 4-Nitrobenzenesulfonic acid

Phenylhydrazine Petroleum ether Phenylurethane Ethyl cyanoacetate

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Preparation Products

SULFAPHENAZOLE Suppliers

Global Suppliers ( 231)

Supplier	Tel	Email	Country	ProdList	Advantage
Jinan Jiuli Biotechnology Co. , Ltd.	15865264761	486064515@qq.com	China	4999	58
J & K SCIENTIFIC LTD.	18210857532 18210857532	jkinfo@jkchemical.com	China	96815	76
VDM Biochemicals	0330-2528181	sales@vdmbio.com	United States	510	64
Syntechem Co.,Ltd		info@syntechem.com	China	12973	57
Sinopharm Chemical Reagent Co,Ltd.	86-21-63210123	sj_scrc@sinopharm.com	China	9791	79
Spectrum Chemical Manufacturing Corp.	021-021-021-67601398-809-809-809 15221380277	marketing_china@spectrumchemical.com	China	9643	60
Dalian Meilun Biotech Co., Ltd.	0411-62910999 13889544652	sales@meilune.com	China	4765	58
Shanghai Aladdin Bio-Chem Technology Co.,LTD	400-6206333 13167063860	anhua.mao@aladdin-e.com	China	29985	65
MedChemexpress LLC	021-58955995	sales@medchemexpress.cn	United States	4853	58
Guangzhou Isun Pharmaceutical Co., Ltd	020-39119399 18927568969	isunpharm@qq.com	China	4773	55

Supplier	Advantage
Jinan Jiuli Biotechnology Co. , Ltd.	58
J & K SCIENTIFIC LTD.	76
VDM Biochemicals	64
Syntechem Co.,Ltd	57
Sinopharm Chemical Reagent Co,Ltd.	79
Spectrum Chemical Manufacturing Corp.	60
Dalian Meilun Biotech Co., Ltd.	58
Shanghai Aladdin Bio-Chem Technology Co.,LTD	65
MedChemexpress LLC	58
Guangzhou Isun Pharmaceutical Co., Ltd	55

View Latest Price from SULFAPHENAZOLE manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2026-08-20	SULFAPHENAZOLE USP/EP/BP 526-08-9	$1.10	1g	99.9%	100 Tons Min	Dideu Industries Group Limited
2026-07-27	Sulfaphenazole 526-08-9	$50.00		99.97%	10g	TargetMol Chemicals Inc.
2020-01-13	SULFAPHENAZOLE 526-08-9	$5.50	1KG	98%min	1kg-100kg	Career Henan Chemical Co

SULFAPHENAZOLE USP/EP/BP
526-08-9
$1.10
99.9%
Dideu Industries Group Limited

Sulfaphenazole
526-08-9
$50.00
99.97%
TargetMol Chemicals Inc.

SULFAPHENAZOLE
526-08-9
$5.50
98%min
Career Henan Chemical Co

SULFAPHENAZOLE Spectrum

SULFAPHENAZOLE(526-08-9)¹HNMR

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LABOTEST-BB LT00772280 4-AMINO-N-(1-PHENYL-1H-PYRAZOL-5-YL)BENZENESULFONAMIDE n(sup1)-(1-phenylpyrazol-5-yl)sulfanilamide n’-(1-phenylpyrazol-5-yl)sulfanilamide N¹-(1-Phenylpyrazol-5-yl)sulfanilamide Orisul Orisulf Paidazolo Plisulfan Raziosulfa Sulfabid Sulfafenazolo Sulfanilamide, N¹-(1-phenylpyrazol-5-yl)- Sulfaphenazon Sulfaphenylpipazol Sulfaphenylpyrazole Sulphenazole SULFAPHENAZOLE Eftolan Sulfiam 4-amino-N-(2-phenylpyrazol-3-yl)benzenesulfonamide 4-azanyl-N-(2-phenylpyrazol-3-yl)benzenesulfonamide Sulfaphenazole ,99% Sulfaphenazole,4-Amino-N-(1-phenyl-1H-pyrazol-5-yl)benzenesulfonamide N1-(1-phenylpyrazol-5-yl)sulphanilamide SULFAPHENZAOLE N1-(1-Phenylpyrazol-5-yl)sulfanilamide Sulfaphenazole Solution, 100ppm pS2 protein Sulfaphenazole - Depocid | Depotsulfonamide | Plisulfan | Raziosulfa 1-Phenyl-5-sulfanilamidopyrazole 3-(p-Aminobenzenesulfonamido)-2-pheny-2H-lpyrazole 3-(p-aminobenzenesulfonamido)-2-phenylpyrazole 4-amino-n-(1-phenyl-1h-pyrazol-5-yl)-benzenesulfonamid 5-Sulfanilamido-1-phenylpyrazole Benzenesulfonamide, 4-amino-N-(1-phenyl-1H-pyrazol-5-yl)- Depocid Depotsulfonamide Eftolon Firmazolo Inamil Isarol Isarol V Merian Microtan pirazolo microtanpirazolo N'-(1-Phenylpyrazol-5-yl)sulfanilamide n(sup1)-(1-phenylpyrazol-5-yl)-sulfanilamid TFF-2 human Trefoil Factor peptide SML1 Spasmolytic polypeptide TFF2 4-amino-N-(2-phenyl-3-pyrazolyl)benzenesulfonamide N1-(1-Phenylpyraz sp. L-1 sp. JSM071073 coniospora