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ALX-550-113 Revised 08-Jan-03
NF 51
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SYNONYMS 5-(4-Methoxyphenyl)pyrrolo[2,1-d][1,5]benzothiazepin-4-ol N,N-dimethylcarbamate
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Benzodiazepines / Related Products
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-550-113-M001   1 mg 50.00 USD Add To Cart
ALX-550-113-M005   5 mg 200.00 USD Add To Cart
Product Specification
FORMULA: C22H20N2O3S
MW: 392.5
PURITY: ≥98%
APPEARANCE: Off-white solid.
SOLUBILITY: Soluble in DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C

Product Description
New specific ligand for mitochondrial benzodiazepine receptors.
Product Specific Literature References
Novel ligands specific for mitochondrial benzodiazepine receptors: 6-arylpyrrolo[2,1-d][1,5]benzothiazepine derivatives. Synthesis, structure-activity relationships, and molecular modeling studies: I. Fiorini, et al.; J. Med. Chem. 37, 1427 (1994) Abstract
 
 
ALX-550-114 Revised 08-Jan-03
NF 49
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SYNONYMS 5-(4-Methoxyphenyl)pyrrolo[2,1-d][1,5]benzothiazepin-4-ol acetate
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Benzodiazepines / Related Products
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ALX-550-114-M001   1 mg 45.00 USD Add To Cart
ALX-550-114-M005   5 mg 180.00 USD Add To Cart
Product Specification
FORMULA: C21H17NO3S
MW: 363.4
PURITY: ≥98%
APPEARANCE: Greenish solid.
SOLUBILITY: Soluble in DMSO.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C

Product Description
New specific ligand for mitochondrial benzodiazepine receptors.
Product Specific Literature References
Novel ligands specific for mitochondrial benzodiazepine receptors: 6-arylpyrrolo[2,1-d][1,5]benzothiazepine derivatives. Synthesis, structure-activity relationships, and molecular modeling studies: I. Fiorini, et al.; J. Med. Chem. 37, 1427 (1994) Abstract
 
 
ALX-550-346 Revised 17-Apr-07
PK 11195
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SYNONYMS 1-(2-Chlorophenyl)-N-methyl-N-(1-methylpropyl)-3-isoquinolinecarboxamide
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Benzodiazepines / Related Products
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ALX-550-346-M010   10 mg 40.00 USD Add To Cart
ALX-550-346-M050   50 mg 160.00 USD Add To Cart
Product Specification
FORMULA: C21H21ClN2O
MW: 352.9
CAS NUMBER: 85532-75-8
PURITY: ≥98%
APPEARANCE: White to tan solid.
SOLUBILITY: Soluble in 100% ethanol, methanol, DMSO or dichloromethane; insoluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C
USE/STABILITY: Stable for at least 2 years after receipt when stored at +4°C. Stock solutions are stable for up to 3 months when stored at -20°C.

Product Description
Selective peripheral benzodiazepine antagonist.
Product Specific Literature References
Differentiation between two ligands for peripheral benzodiazepine binding sites, [3H]RO5-4864 and [3H]PK 11195, by thermodynamic studies: G. Le Fur, et al.; Life Sci. 33, 449 (1983) Abstract
Dihydropyridine and peripheral type benzodiazepine binding sites: subcellular distribution and molecular size determination: A. Doble, et al.; Eur. J. Pharmacol. 119, 153 (1985) Abstract
Photoaffinity labeling of peripheral-type benzodiazepine-binding sites: A. Doble, et al.; Mol. Pharmacol. 31, 42 (1987) Abstract
Differential binding properties of the peripheral-type benzodiazepine ligands [3H]PK 11195 and [3H]Ro 5-4864 in trout and mouse brain membranes: A.J. Eshleman & T.F. Murray; J. Neurochem. 53, 494 (1989) Abstract
Pharmacokinetics and effects on exercise heart rate of PK 11195 (52028 RP), an antagonist of peripheral benzodiazepine receptors, in healthy volunteers: A. Ferry, et al.; Fundam. Clin. Pharmacol. 3, 383 (1989) Abstract
 
 
ALX-620-045 Revised 05-Jul-06
NBD FGIN-1-27 Analog
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SYNONYMS N3'-[6-((7-Nitro-2,1,3-benzoxadiol-4-yl)amino)hexyl]2-phenylindole-3-acetamide
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Benzodiazepines / Related Products
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ALX-620-045-MC05   0.5 mg 45.00 USD Add To Cart
ALX-620-045-M001   1 mg 75.00 USD Add To Cart
Product Specification
FORMULA: C28H28N6O4
MW: 512.6
PURITY: ≥96%
APPEARANCE: Red solid.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: +4°C

Product Description
New fluorescent probe for the peripheral-type benzodiazepine receptor (PBR) (Ex(max): 470nm, Em(max): 530nm). The only available tool for imaging PBRs in cellular systems.
Product Specific Literature References
Peripheral-type benzodiazepine/diazepam binding inhibitor receptor: biological role in steroidogenic cell function: V. Papadopoulos; Endocr. Rev. 14, 222 (1993) Abstract
Synthesis and biology of a 7-nitro-2,1,3-benzoxadiazol-4-yl derivative of 2-phenylindole-3-acetamide: a fluorescent probe for the peripheral-type benzodiazepine receptor: A.P. Kozikowski, et al.; J. Med. Chem. 40, 2435 (1997) Abstract
Evidence in favour of a role for peripheral-type benzodiazepine receptor ligands in amplification of neuronal apoptosis: E.G. Jorda, et al.; Apoptosis 10, 91 (2005) Abstract
Further Categories Containing This Product:
Dyes / Stains / Fluorescent Probes / Fluorescent Labels
 
 
ALX-300-146 Revised 20-Jun-08
Palmitoylethanolamide
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SYNONYMS PEA
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Endocannabinoids
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ALX-300-146-M010   10 mg 20.00 USD Add To Cart
Product Specification
FORMULA: C18H37NO2
MW: 299.5
CAS NUMBER: 544-31-0
PURITY: ≥99%
APPEARANCE: White solid.
SOLUBILITY: Soluble in DMSO, chloroform or THF (30°C).
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C

Product Description
Endogenous cannabinoid. Weak ligand of CB1 (Ki=23.8µM) and CB2 (Ki=13.9µM) receptor. Inhibits fatty acid amide hydrolase (FAAH) (IC50=5.1µM). Immunosuppressant, anti-inflammatory, anti-nociceptive and anti-convulsant in vivo. The exact mode of action has not yet been revealed. It has been suggested that PEA: i) binds to a yet to be discovered cannabinoid receptor similar to CB2; ii) administered in vivo elicits the synthesis of endogenous agonists of CB2; iii) acts as an "entourage" compound by enhancing the activity and/or by influencing the turnover of endogenous agonists of CB2, possibly but not uniquely, by inhibiting their degradation.
Product Specific Literature References
Mast cells express a peripheral cannabinoid receptor with differential sensitivity to anandamide and palmitoylethanolamide: L. Facci, et al.; PNAS 92, 3376 (1995) Abstract
Biosynthesis of an endogenous cannabinoid precursor in neurons and its control by calcium and cAMP: H. Cadas, et al.; J. Neurosci. 16, 3934 (1996) Abstract
N-(2-hydroxyethyl)hexadecanamide is orally active in reducing edema formation and inflammatory hyperalgesia by down-modulating mast cell activation: S. Mazzari, et al.; Eur. J. Pharmacol. 300, 227 (1996) Abstract
The ALIAmide palmitoylethanolamide and cannabinoids, but not anandamide, are protective in a delayed postglutamate paradigm of excitotoxic death in cerebellar granule neurons: S.D. Skaper, et al.; PNAS 93, 3984 (1996) Abstract
Analogues and homologues of N-palmitoylethanolamide, a putative endogenous CB(2) cannabinoid, as potential ligands for the cannabinoid receptors: D.M. Lambert, et al.; Biochim. Biophys. Acta 1440, 266 (1999) Abstract
Effects of homologues and analogues of palmitoylethanolamide upon the inactivation of the endocannabinoid anandamide: K.O. Jonsson, et al.; Br. J. Pharmacol. 133, 1263 (2001) Abstract
The palmitoylethanolamide family: a new class of anti-inflammatory agents?: D.M. Lambert, et al.; Curr. Med. Chem. 9, 663 (2002) Abstract
Effect on cancer cell proliferation of palmitoylethanolamide, a fatty acid amide interacting with both the cannabinoid and vanilloid signalling systems: L. De Petrocellis, et al.; Clin. Pharmacol. 16, 297 (2002) Abstract
Palmitoylethanolamide, endocannabinoids and related cannabimimetic compounds in protection against tissue inflammation and pain: Potential use in companion animals.
: G. Re, et al.; Vet. J. 173, 21 (2007), Review Abstract
Further Categories Containing This Product:
Anandamide & Anandamide Analogs • Analgesic / Anti-nociceptive Agents / Related Products • Immunomodulators Other Products • Anti-inflammatory Agents Other Products • Fatty Acid Amide Hydrolase [FAAH] / Related Products
 
 
ALX-300-150 Revised 11-Oct-07
Oleoylethanolamide
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SYNONYMS N-(2-Hydroxyethyl)-9Z-octadecenamide
OEA
PRODUCT LINE Neurobiology
PRODUCT CATEGORY TRPV1 Agonists and Antagonists / Related Products
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ALX-300-150-M005   5 mg 30.00 USD Add To Cart
Product Specification
FORMULA: C20H39NO2
MW: 325.5
CAS NUMBER: 111-58-0
PURITY: ≥99%
APPEARANCE: White to off-white solid.
SOLUBILITY: Soluble in DMSO, 100% ethanol or methanol.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
HAZARD: IRRITANT.

Product Description
Activates TRPV1. Does not activate cannabinoid receptors (CB) but is a PPARα agonist (EC50=120nM) in vitro and in vivo; induces satiety through activation of PPARα. Inhibits ceramidase.
Product Specific Literature References
Two new unsaturated fatty acid ethanolamides in brain that bind to the cannabinoid receptor: L. Hanus, et al.; J. Med. Chem. 36, 3032 (1993) Abstract
Differential regulation of sphingomyelinase and ceramidase activities by growth factors and cytokines. Implications for cellular proliferation and differentiation: E. Coroneos, et al.; J. Biol. Chem. 270, 23305 (1995) Abstract
Cannabinomimetic behavioral effects of and adenylate cyclase inhibition by two new endogenous anandamides: J. Barg, et al.; Eur. J. Pharmacol. 287, 145 (1995) Abstract
A peripheral mechanism for CB1 cannabinoid receptor-dependent modulation of feeding: R. Gomez, et al.; J. Neurosci. 22, 9612 (2002) Abstract
Activation of TRPV1 by the satiety factor oleoylethanolamide: G.P. Ahern; J. Biol. Chem. 278, 30429 (2003) Abstract
Oleylethanolamide regulates feeding and body weight through activation of the nuclear receptor PPAR-alpha: J. Fu, et al.; Nature 425, 90 (2003) Abstract
Oleoylethanolamide stimulates lipolysis by activating the nuclear receptor PPAR-alpha: M. Guzman, et al.; J. Biol. Chem. 279, 27849 (2004)
Further Categories Containing This Product:
Anandamide & Anandamide Analogs • PPAR Agonists
 
 
ALX-340-029 Revised 08-Jul-08
Anandamide
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SYNONYMS AEA
N-Arachidonoylethanolamine
(all-Z)-N-(2-Hydroxyethyl)-5,8,11,14-eicosatetraenamide
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Anandamide & Anandamide Analogs
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ALX-340-029-M005   5 mg 51.00 USD Add To Cart
Product Specification
FORMULA: C22H37NO2
MW: 347.5
CAS NUMBER: 94421-68-8
MERCK INDEX: 14: 624
RTECS: JX3842500
CONCENTRATION: 50mg/ml 
PURITY: ≥98%
FORMULATION: Liquid. Solution in ethanol.
SOLUBILITY: 10mg/ml soluble in DMSO or dimethyl formamide.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
USE/STABILITY: Stable for at least 1 year after receipt when stored at -20°C. Stable for at least 6 months in other organic solvents when stored at -20°C.
HANDLING: Protect from light and oxygen.

Product Description
Endogenous [1] ligand for the CB1 receptor (CB1: Ki=52nm; CB2: Ki=1930nm [2]) and TRPV1 (Ki=5.78µM [3,4]). Inhibits NF-κB activation through direct binding to IKKβ [5] and induces apoptosis independently of cannabinoid or vanilloid receptors [6]. Activates the MAP kinase (MAPK/ERK) signalling pathway [7].
Product Specific Literature References
[1] Isolation and structure of a brain constituent that binds to the cannabinoid receptor: W.A. Devane, et al.; Science 258, 1946 (1992) Abstract
[2] Novel analogues of arachidonylethanolamide (anandamide): affinities for the CB1 and CB2 cannabinoid receptors and metabolic stability: S. Lin, et al.; J. Med. Chem. 41, 5353 (1998) Abstract
[3] Vanilloid receptors on sensory nerves mediate the vasodilator action of anandamide: P.M. Zygmunt, et al.; Nature 400, 452 (1999) Abstract
[4] Structure-activity relationship for the endogenous cannabinoid, anandamide, and certain of its analogues at vanilloid receptors in transfected cells and vas deferens: R.A. Ross, et al.; Br. J. Pharmacol. 132, 631 (2001) Abstract
[5] Anandamide inhibits nuclear factor-kappaB activation through a cannabinoid receptor-independent pathway: R. Sancho, et al.; Mol. Pharmacol. 63, 429 (2003) Abstract
[6] Anandamide induces cell death independently of cannabinoid receptors or vanilloid receptor 1: possible involvement of lipid rafts: K.P. Sarker, et al.; Cell Mol. Life Sci. 60, 1200 (2003) Abstract
[7] The MAP kinase signal transduction pathway is activated by the endogenous cannabinoid anandamide: M. Wartmann, et al.; FEBS Lett. 359, 133 (1995) Abstract
Biochemistry and pharmacology of arachidonylethanolamide, a putative endogenous cannabinoid: C.J. Hillard & W.B. Campbell; J. Lipid Res. 38, 2383 (1997), (Review) Abstract
The endogenous cannabinoid anandamide inhibits human breast cancer cell proliferation: L. De Petrocellis, et al.; PNAS 95, 8375 (1998) Abstract
Cannabinoid receptors and their endogenous agonist, anandamide: J. Axelrod & C.C. Felder; Neurochem. Res. 23, 575 (1998), (Review) Abstract
Endocannabinoids: endogenous cannabinoid receptor ligands with neuromodulatory action: V. Di Marzo, et al.; TINS 21, 521 (1998), (Review) Abstract
Endocannabinoids: a new class of vasoactive substances: M.D. Randall & D.A. Kendall; TIPS 19, 55 (1998), (Review) Abstract
Metabolism of anandamide and 2-arachidonoylglycerol: an historical overview and some recent developments: V. Di Marzo, et al.; Lipids 34, S319 (1999), (Review) Abstract
Anandamide: a candidate neurotransmitter heads for the big leagues: D.W. Self; Nat. Neurosci. 2, 303 (1999), (Review) Abstract
New perspectives on enigmatic vanilloid receptors: A. Szallasi & V. Di Marzo; TINS 23, 491 (2000), (Review) Abstract
Anandamide: some like it hot: V. Di Marzo, et al.; TIPS 22, 346 (2001), (Review) Abstract
Anandamide is an endogenous inhibitor for the migration of tumor cells and T lymphocytes: J. Joseph, et al.; Cancer Immunol. Immunother. 53, 723 (2004) Abstract
Anandamide-induced cell death in primary neuronal cultures: role of calpain and caspase pathways: V.A. Movsesyan, et al.; Cell Death Differ. 11, 1121 (2004) Abstract
Arachidonylethanolamide induces apoptosis of human glioma cells through vanilloid receptor-1: E. Contassot, et al.; J. Neuropathol. Exp. Neurol. 63, 956 (2004) Abstract
Preferred conformations of endogenous cannabinoid ligand anandamide: J.Z. Chen, et al.; Life Sci. 76, 2053 (2005) Abstract
The cardiovascular actions of anandamide: more targets?: M.D. Randall; Br. J. Pharmacol. 145, 565 (2005) Abstract; Full Text
Accumulation of anandamide: Evidence for cellular diversity: C.J. Hillard and A. Jarrahian; Neuropharmacology 48, 1072 (2005) Abstract
Anandamide as an intracellular messenger regulating ion channel activity: M. van der Stelt and V. Di Marzo; Prostaglandins Other Lipid Mediat. 77, 111 (2005) Abstract
Anandamide reduces infarct size in rat isolated hearts subjected to ischaemia-reperfusion by a novel cannabinoid mechanism: N.J. Underdown, et al.; Br. J. Pharmacol. 146, 809 (2005) Abstract
Anandamide inhibits adhesion and migration of breast cancer cells: C. Grimaldi, et al.; Exp. Cell Res. 312, 363 (2006) Abstract
General Information
BACKGROUND/TECHNICAL INFORMATION To change the solvent, evaporate the ethanol under a gentle stream of nitrogen and immediately add the solvent of choice.
Further Categories Containing This Product:
Endocannabinoids • MAPK Pathway Activators • Apoptosis Inducers & Inhibitors Other Products • Endovanilloids • NF-kB Pathway Inhibitors
 
 
ALX-340-030 Revised 08-Jul-08
R-1 Methanandamide
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SYNONYMS (R)-(+)-Arachidonyl-1'-hydroxy-2'-propylamide
AM 356
N-(2-Hydroxy-1R-methylethyl)-5Z,8Z,11Z,14Z-eicosatetraenamide
PRODUCT LINE Neurobiology
PRODUCT CATEGORY Anandamide & Anandamide Analogs
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-340-030-M005   5 mg 63.00 USD Add To Cart
Product Specification
FORMULA: C23H39NO2
MW: 361.6
CAS NUMBER: 157182-49-5
PURITY: ≥98%
FORMULATION: Liquid. Solution in ethanol.
SOLUBILITY: 10mg/ml soluble in DMSO or dimethyl formamide; sparingly soluble in aqueous buffers. To prevent oxidation, the solvent should be purged with an inert gas.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
USE/STABILITY: Stable for at least 1 year after receipt when stored at -20°C. Keep aqueous solutions on ice and use within 12 hours.
HANDLING: Protect from light and oxygen.
HAZARD: IRRITANT.

Product Description
Amidase resistant cannabinoid receptor (CB) agonist (CB1: Ki=20nM; CB2: Ki=815nM). The most potent of the series of methyl-anandamides. About 4-fold higher binding affinity for cannabinoid receptor CB1 than anandamide (Prod. No. ALX-340-029) in the presence of PMSF. Does also bind to TRPV1 (Ki=4.67µM).
Product Specific Literature References
(R)-methanandamide: a chiral novel anandamide possessing higher potency and metabolic stability: V. Abadji, et al.; J. Med. Chem. 37, 1889 (1994) Abstract
Head group analogs of arachidonylethanolamide, the endogenous cannabinoid ligand: A.D. Khanolkar, et al.; J. Med. Chem. 39, 4515 (1996) Abstract
Extrapyramidal effects of methanandamide, an analog of anandamide, the endogenous CB1 receptor ligand: J. Romero, et al.; Life Sci. 58, 1249 (1996) Abstract
Substrate specificity and stereoselectivity of rat brain microsomal anandamide amidohydrolase: W. Lang, et al.; J. Med. Chem. 42, 896 (1999) Abstract
Vanilloid receptors on sensory nerves mediate the vasodilator action of anandamide: P.M. Zygmunt, et al.; Nature 400, 452 (1999) Abstract
Structure-activity relationship for the endogenous cannabinoid, anandamide, and certain of its analogues at vanilloid receptors in transfected cells and vas deferens: R.A. Ross, et al.; Br. J. Pharmacol. 132, 631 (2001) Abstract
Up-regulation of cyclooxygenase-2 expression is involved in R(+)-methanandamide-induced apoptotic death of human neuroglioma cells: B. Hinz, et al.; Mol. Pharmacol. 66, 1643 (2004) Abstract; Full Text
R(+)-Methanandamide Elicits a Cyclooxygenase-2-Dependent Mitochondrial Apoptosis Signaling Pathway in Human Neuroglioma Cells: K. Eichele, et al.; Pharm. Res. 23, 90 (2006) Abstract
Antagonism of discriminative stimulus effects of Delta(9)-THC and (R)-methanandamide in rats: T.U. Jarbe, et al.; Psychopharmacology (Berlin) 184, 36 (2006) Abstract
R(+)-methanandamide elicits a cyclooxygenase-2-dependent mitochondrial apoptosis signaling pathway in human neuroglioma cells: K. Eichele, et al.; Pharm. Res. 23, 90 (2006) Abstract
General Information
BACKGROUND/TECHNICAL INFORMATION To change the solvent, evaporate the ethanol under a gentle stream of nitrogen and immediately add the solvent of choice.
Further Categories Containing This Product:
Cannabinoid Receptor Agonists & Antagonists / Related Products • TRPV1 Agonists and Antagonists / Related Products
 
 
ALX-340-031 Revised 08-Jul-08
S-1 Methanandamide
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PRODUCT LINE Neurobiology
PRODUCT CATEGORY Anandamide & Anandamide Analogs
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-340-031-M005   5 mg 63.00 USD Add To Cart
Product Specification
FORMULA: C23H39NO2
MW: 361.6
PURITY: ≥98%
FORMULATION: Liquid. Solution in ethanol.
SOLUBILITY:

Soluble in DMSO or dimethyl formamide.
SHIPPING: SHIPPED ON BLUE ICE
LONG TERM STORAGE: -20°C
USE/STABILITY: