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Sulfamethoxypyridazine (CL13494) 80-35-3

Sulfamethoxypyridazine (CL13494) 80-35-3

CAS No.: 80-35-3

Sulfamethoxypyridazine (also known as CL13494) is a long-acting sulfonamide antibiotic for the treatment of dermatitis h
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Sulfamethoxypyridazine (also known as CL13494) is a long-acting sulfonamide antibiotic for the treatment of dermatitis herpetiformis. Sulfamethoxypyridazine is found to be highly effective in a preliminary study of P. carinii-infected rats. Sulfamethoxypyridazine is also found to be as effective as sulfamethoxazole in P. carinii-infected rats at 1 mg/kg of body weight/day. Sulfamethoxypyridazine is effective aganist a murine model of P. carinii with ED50s of 0.06 mg/kg/day and 0.08 mg/kg/day as determined by the Giemsa and silver stain scores, respectively.



Physicochemical Properties


Molecular Formula C11H12N4O3S
Molecular Weight 280.3
Exact Mass 280.063
CAS # 80-35-3
Related CAS # Sulfamethoxypyridazine-d3;1172846-03-5
PubChem CID 5330
Appearance White to off-white solid powder
Density 1.5±0.1 g/cm3
Boiling Point 564.9±60.0 °C at 760 mmHg
Melting Point 182 °C
Flash Point 295.4±32.9 °C
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.647
LogP 0.32
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 7
Rotatable Bond Count 4
Heavy Atom Count 19
Complexity 376
Defined Atom Stereocenter Count 0
InChi Key VLYWMPOKSSWJAL-UHFFFAOYSA-N
InChi Code

InChI=1S/C11H12N4O3S/c1-18-11-7-6-10(13-14-11)15-19(16,17)9-4-2-8(12)3-5-9/h2-7H,12H2,1H3,(H,13,15
Chemical Name

Benzenesulfonamide, 4-amino-N-(6-methoxy-3-pyridazinyl)-
Synonyms

CL 13494;CL 13494;CL13494; Lisulfen; Longin; Medicel; Midicel; Midikel; Myasul;
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


ln Vitro

In vitro activity: Sulfamethoxypyridazine is found to be highly effective in a preliminary study of P. carinii-infected rats. Sulfamethoxypyridazine is also found to be as effective as sulfamethoxazole in P. carinii-infected rats at 1 mg/kg of body weight/day. Sulfamethoxypyridazine is effective aganist a murine model of P. carinii with ED50s of 0.06 mg/kg/day and 0.08 mg/kg/day as determined by the Giemsa and silver stain scores, respectively. Sulfamethoxypyridazine at either 0.1 mg/kg/day or 0.3 mg/kg/day is found to be significantly more effective than sulfamethoxazole at 0.47 mg/kg/day) aganist a murine model of P. carinii. Sulfamethoxypyridazine exhibits the biological half lives of 11.0 hours and 13.7 hours following im and sc administration, respectively, in goats. Sulfamethoxypyridazine exhibits the systemic availabilities of 68.6% and 58.7% following im and sc administration, respectively, in goats. Sulfamethoxypyridazine exhibits the distribution and elimination half life of 0.1 hour and 6.28 hours, respectively, in goats. Sulfamethoxypyridazine exhibits the values of apparent volume of distribution at steady state and total body clearance of 0.39 mL/kg/min and 0.73 mL/kg/min, respectively, in goats.

ln Vivo

Animal Protocol


References Antimicrob Agents Chemother.1998 Apr;42(4):934-5;VetRes.1997;28(1):101-4.
Additional Infomation Sulfamethoxypyridazine is a sulfonamide consisting of pyridazine having a methoxy substituent at the 6-position and a 4-aminobenzenesulfonamido group at the 3-position. It has a role as an antiinfective agent, an EC 2.5.1.15 (dihydropteroate synthase) inhibitor and a drug allergen. It is a member of pyridazines, a sulfonamide and a sulfonamide antibiotic. It is functionally related to a sulfanilamide.
Sulfamethoxypyridazine is a long-acting sulfonamide antibiotic.
A sulfanilamide antibacterial agent.

Solubility Data


Solubility (In Vitro)
DMSO:56 mg/mL (199.8 mM)
Water:<1 mg/mL
Ethanol:<1 mg/mL
Solubility (In Vivo) Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300:Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)

Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders

Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.5676 mL 17.8380 mL 35.6761 mL
5 mM 0.7135 mL 3.5676 mL 7.1352 mL
10 mM 0.3568 mL 1.7838 mL 3.5676 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.