SCS (Salicylidene salicylhydraide) is a potent, allosteric, and selective inhibitor of β1-containing GABAA receptors, with IC50 of 32 nM for α2β1γ1θ as measured by VIPR. SCS is also a chelating agent for metal ions.

Physicochemical Properties

Molecular Formula	C14H12N2O3
Molecular Weight	256.26
Exact Mass	256.085
CAS #	3232-36-8
PubChem CID	135445765
Appearance	Light yellow to yellow solid powder
Density	1.406g/cm3
Boiling Point	427.3ºC at 760mmHg
Melting Point	280-284°C
Flash Point	212.2ºC
Index of Refraction	1.615
LogP	2.252
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	3
Heavy Atom Count	19
Complexity	333
Defined Atom Stereocenter Count	0
SMILES	C1=CC=C(C(=C1)/C=N/NC(=O)C2=CC=CC=C2O)O
InChi Key	OMCYEZUIYGPHDJ-OQLLNIDSSA-N
InChi Code	InChI=1S/C14H12N2O3/c17-12-7-3-1-5-10(12)9-15-16-14(19)11-6-2-4-8-13(11)18/h1-9,17-18H,(H,16,19)/b15-9+
Chemical Name	2-hydroxy-N-[(E)-(2-hydroxyphenyl)methylideneamino]benzamide
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

Targets	IC50: 32 nM (α2β1γ1θ; by VIPR measurement) IC50: 4.5 nM (α2β1γ1θ), 5.3 nM (α2β1γ1), 7.9 nM (α1β1γ2s) (Measured by using whole-cell patch clamp)[1]
ln Vitro	SCS (0.1 nM-3 μM) inhibits GABA EC20 currents in Ltk- cells expressing α2β1η1θ, α2β1η1, and α1β1η2s receptors in a concentration-dependent manner, but it has no effect on α2β3η2s and α1β2η2s receptors [1]. Voltage or usage have no bearing on SCS suppression[1]. The β1 subunit's arginine 238 and glycine 335 regions include the structural elements required for SCS inhibition of GABAA receptors. The β1 subunit's T255 and I308 are necessary for the suppression of SCS [1].
ln Vivo	Mice's abdominal contractions are brought on by SCS (salicylidene salicylhydrazide; 500–1000 mg/kg, ip or 800-1000 mg/kg, oral)[2]. Mice treated with SCS (10-75 mg/kg; ip; once) for capsaicin allodynia and tonic and phasic pain exhibit antinociceptive action[2]. In mice, SCS (10–75 mg/kg; ip; once) exhibits anti-inflammatory properties[2]. Neuropathic pain is treated with SCS (50 and 75 mg/kg; ip; once) and it exhibits antinociceptive action[2].
Animal Protocol	Animal/Disease Models: BALB/c mice; tonic, phasic and capsaicin nociception model[2] Doses: 10, 25, 50, and 75 mg/kg Route of Administration: IP, single dose Experimental Results: Produced a significant protection on tonic, phasic and capsaicin nociception in a dose-dependent manner. Animal/Disease Models: BALB/c mice, Oxaliplatin -induced neuropathic nociception model[2] Doses: 50 and 75 mg/kg Route of Administration: IP, single dose Experimental Results: Dramatically attenuated the paw withdrawal threshold changes associated with Oxaliplatin. Dramatically increased the percent anticiception during 30-120 min.
References	[1]. Salicylidene salicylhydrazide, a selective inhibitor of beta 1-containing GABAA receptors. Br J Pharmacol. 2004 May;142(1):97-106. [2]. Efficacy assessment of salicylidene salicylhydrazide in chemotherapy associated peripheral neuropathy. Eur J Pharmacol. 2020 Dec 5;888:173481.
Additional Infomation	2-hydroxy-N'-[(6-oxo-1-cyclohexa-2,4-dienylidene)methyl]benzohydrazide is a member of salicylamides.

Solubility Data

Solubility (In Vitro)

DMSO: 50 mg/mL (195.11 mM)

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	3.9023 mL	19.5114 mL	39.0229 mL
	5 mM	0.7805 mL	3.9023 mL	7.8046 mL
	10 mM	0.3902 mL	1.9511 mL	3.9023 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.