PD 135158 | CAS#130325-35-8 | CCKB/Gastrin Receptor Agonist

MedKoo Cat#: 525842 | Name: PD 135158

Description:

WARNING: This product is for research use only, not for human or veterinary use.

PD 135158 is a Selective cholecystokinin type B (CCKB)/gastrin receptor agonist. In studies, PD- 135158 stimulates lipase release from isolated rat pancreatic acini dose dependently in a biphasic manner, with identical efficacy but lower potency compared to cholecystokinin octapeptide (CCK-8). PD 135158 is classified into Anti-Anxiety Agents, Central Nervous System Agents, Central Nervous System Depressants, Psychotropic Drugs, and Tranquilizing Agents.

Chemical Structure

PD 135158

CAS#130325-35-8

Theoretical Analysis

MedKoo Cat#: 525842

Name: PD 135158

CAS#: 130325-35-8

Chemical Formula: C42H61N5O11

Exact Mass: 811.4368

Molecular Weight: 811.96

Elemental Analysis: C, 62.13; H, 7.57; N, 8.63; O, 21.68

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Synonym

Cam 1028; Cam-1028; Cam1028; PD-135158; PD135158; PD 135158

IUPAC/Chemical Name

(2S,3R,4R,5R)-2,3,4,5,6-pentahydroxy-N-methylhexan-1-aminium 4-(((1S)-2-((2S)-3-(1H-indol-3-yl)-2-methyl-2-(((((2S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl)oxy)carbonyl)amino)propanamido)-1-phenylethyl)amino)-4-oxobutanoate

InChi Key

CWJXTOIDFOBOKQ-YCSHSMMXSA-N

InChi Code

InChI=1S/C35H44N4O6.C7H17NO5/c1-33(2)24-16-17-34(33,3)28(18-24)45-32(44)39-35(4,19-23-20-36-26-13-9-8-12-25(23)26)31(43)37-21-27(22-10-6-5-7-11-22)38-29(40)14-15-30(41)42;1-8-2-4(10)6(12)7(13)5(11)3-9/h5-13,20,24,27-28,36H,14-19,21H2,1-4H3,(H,37,43)(H,38,40)(H,39,44)(H,41,42);4-13H,2-3H2,1H3/t24?,27-,28+,34?,35+;4-,5+,6+,7+/m10/s1

SMILES Code

O[C@H]([C@H]([C@@H]([C@@H](CO)O)O)O)C[NH2+]C.O=C([O-])CCC(N[C@@H](C1=CC=CC=C1)CNC([C@](NC(O[C@@H]2C(C3(C)C)(C)CCC3C2)=O)(C)CC4=CNC5=C4C=CC=C5)=O)=O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

PD 135158 is a Selective cholecystokinin type B (CCKB)/gastrin receptor agonist.

In vitro activity:

Both lamotrigine and the mu-opioid agonist DAMGO inhibited mustard oil-evoked cell firing by approximately 50% compared with control levels. Co-application of CCK8S reversed DAMGO-, but not lamotrigine-induced inhibition of cell firing and this reversal was prevented with the selective CCK(B) receptor antagonist PD 135158. Reference: Neurosci Res. 2001 Apr;39(4):385-90. https://pubmed.ncbi.nlm.nih.gov/11274737/

In vivo activity:

The present study examined the effects of the selective CCK(B) antagonist PD-135,158 (0.001, 0. 01, and 0.1 mg/kg) using a conditioned suppression of drinking procedure in rats. For purposes of comparison the effects of haloperidol (0.1 mg/kg) were also investigated. PD-135,158 (0.1 mg/kg), similar to haloperidol (0.1 mg/kg), elicited a clear LI effect under conditions that did not lead to LI in control rats (low number of preexposures). Reference: Pharmacol Biochem Behav. 2000 Mar;65(3):459-63. https://pubmed.ncbi.nlm.nih.gov/10683486/

Preparing Stock Solutions

The following data is based on the product molecular weight 811.96 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Blackburn-Munro G, Dickinson T, Fleetwood-Walker SM. Non-opioid actions of lamotrigine within the rat dorsal horn after inflammation and neuropathic nerve damage. Neurosci Res. 2001 Apr;39(4):385-90. doi: 10.1016/s0168-0102(00)00239-x. PMID: 11274737. 2. Gracey DJ, Bell R, King DJ. PD-135,158, a cholecystokinin(B) antagonist, enhances latent inhibition in the rat. Pharmacol Biochem Behav. 2000 Mar;65(3):459-63. doi: 10.1016/s0091-3057(99)00227-0. PMID: 10683486. 3. Tsutsumi T, Akiyoshi J, Isogawa K, Kohno Y, Hikichi T, Nagayama H. Suppression of conditioned fear by administration of CCKB receptor antagonist PD135158. Neuropeptides. 1999 Dec;33(6):483-6. doi: 10.1054/npep.1999.0766. PMID: 10657528.

In vitro protocol:

In vivo protocol:

1. Gracey DJ, Bell R, King DJ. PD-135,158, a cholecystokinin(B) antagonist, enhances latent inhibition in the rat. Pharmacol Biochem Behav. 2000 Mar;65(3):459-63. doi: 10.1016/s0091-3057(99)00227-0. PMID: 10683486. 2. Tsutsumi T, Akiyoshi J, Isogawa K, Kohno Y, Hikichi T, Nagayama H. Suppression of conditioned fear by administration of CCKB receptor antagonist PD135158. Neuropeptides. 1999 Dec;33(6):483-6. doi: 10.1054/npep.1999.0766. PMID: 10657528.

1: Onaga T, Sugita A, Wakaiki R, Hara I, Kagawa K, Kirisawa R, Hayashi H. Localization of CCK-1R in the omasum and role of CCK in the regulation of omasal contractions in sheep. Domest Anim Endocrinol. 2008 Aug;35(2):231-44. doi: 10.1016/j.domaniend.2008.05.004. Epub 2008 Jun 24. PMID: 18638666. 2: Croft AP, Brooks SP, Cole J, Little HJ. Social defeat increases alcohol preference of C57BL/10 strain mice; effect prevented by a CCKB antagonist. Psychopharmacology (Berl). 2005 Dec;183(2):163-70. doi: 10.1007/s00213-005-0165-6. Epub 2005 Nov 9. PMID: 16205917. 3: Zabielski R, Normand V, Romé V, Woliński J, Chayvialle JA, Guilloteau P. The role of luminal gastrin in the regulation of pancreatic juice secretion in preruminant calves. Regul Pept. 2004 Jul 15;119(3):169-76. doi: 10.1016/j.regpep.2004.01.010. PMID: 15120477. 4: Zippel U, Plagemann A, Davidowa H. Altered action of dopamine and cholecystokinin on lateral hypothalamic neurons in rats raised under different feeding conditions. Behav Brain Res. 2003 Dec 17;147(1-2):89-94. doi: 10.1016/s0166-4328(03)00140-2. PMID: 14659574. 5: Netto CF, Guimarães FS. Anxiogenic effect of cholecystokinin in the dorsal periaqueductal gray. Neuropsychopharmacology. 2004 Jan;29(1):101-7. doi: 10.1038/sj.npp.1300334. PMID: 14583742. 6: Ginda WJ. Evidence for a functional role of cholecystokinin receptors in the rat thyroid gland. Folia Histochem Cytobiol. 2001;39(4):331-4. PMID: 11766768. 7: Caplin M, Khan K, Grimes S, Michaeli D, Savage K, Pounder R, Dhillon A. Effect of gastrin and anti-gastrin antibodies on proliferation of hepatocyte cell lines. Dig Dis Sci. 2001 Jul;46(7):1356-66. doi: 10.1023/a:1010634031457. PMID: 11478485. 8: Blackburn-Munro G, Dickinson T, Fleetwood-Walker SM. Non-opioid actions of lamotrigine within the rat dorsal horn after inflammation and neuropathic nerve damage. Neurosci Res. 2001 Apr;39(4):385-90. doi: 10.1016/s0168-0102(00)00239-x. PMID: 11274737. 9: Le Dréan G, Le Huërou-Luron I, Gestin M, Romé V, Bernard C, Chayvialle JA, Fourmy D, Guilloteau P. Pancreatic secretory response to feeding in the calf: CCK-A receptors, but not CCK-B/gastrin receptors are involved. Can J Physiol Pharmacol. 2000 Oct;78(10):813-9. PMID: 11077982. 10: Bläker M, Ren Y, Seshadri L, McBride EW, Beinborn M, Kopin AS. CCK-B/Gastrin receptor transmembrane domain mutations selectively alter synthetic agonist efficacy without affecting the activity of endogenous peptides. Mol Pharmacol. 2000 Aug;58(2):399-406. doi: 10.1124/mol.58.2.399. PMID: 10908308. 11: Gracey DJ, Bell R, King DJ. PD-135,158, a cholecystokinin(B) antagonist, enhances latent inhibition in the rat. Pharmacol Biochem Behav. 2000 Mar;65(3):459-63. doi: 10.1016/s0091-3057(99)00227-0. PMID: 10683486. 12: Tsutsumi T, Akiyoshi J, Isogawa K, Kohno Y, Hikichi T, Nagayama H. Suppression of conditioned fear by administration of CCKB receptor antagonist PD135158. Neuropeptides. 1999 Dec;33(6):483-6. doi: 10.1054/npep.1999.0766. PMID: 10657528. 13: Little HJ, O'Callaghan MJ, Butterworth AR, Wilson J, Cole J, Watson WP. Low alcohol preference among the "high alcohol preference" C57 strain of mice; preference increased by saline injections. Psychopharmacology (Berl). 1999 Nov;147(2):182-9. doi: 10.1007/s002130051159. PMID: 10591886. 14: Cohen H, Kaplan Z, Kotler M. CCK-antagonists in a rat exposed to acute stress: implication for anxiety associated with post-traumatic stress disorder. Depress Anxiety. 1999;10(1):8-17. PMID: 10499184. 15: Beinborn M, Chen C, DeMeo L, McBride EW, Kopin AS. Small synthetic ligands of the cholecystokinin-B/gastrin receptor can mimic the function of endogenous peptide hormones. Yale J Biol Med. 1998 May-Aug;71(3-4):337-46. PMID: 10461364; PMCID: PMC2578980. 16: Le Dréan G, Le Huërou-Luron I, Gestin M, Desbois C, Romé V, Bernard C, Dufresne M, Moroder L, Gully D, Chayvialle JA, Fourmy D, Guilloteau P. Exogenous CCK and gastrin stimulate pancreatic exocrine secretion via CCK-A but also via CCK-B/gastrin receptors in the calf. Pflugers Arch. 1999 Jun;438(1):86-93. doi: 10.1007/s004240050883. PMID: 10370091. 17: Yamamoto T, Sakashita Y. Differential effects of intrathecally administered morphine and its interaction with cholecystokinin-B antagonist on thermal hyperalgesia following two models of experimental mononeuropathy in the rat. Anesthesiology. 1999 May;90(5):1382-91. doi: 10.1097/00000542-199905000-00023. PMID: 10319787. 18: Holmes BB, Rady JJ, Smith DJ, Fujimoto JM. Supraspinal neurotensin-induced antianalgesia in mice is mediated by spinal cholecystokinin. Jpn J Pharmacol. 1999 Feb;79(2):141-9. doi: 10.1254/jjp.79.141. PMID: 10202849. 19: Rady JJ, Holmes BB, Fujimoto JM. Antianalgesic action of dynorphin A mediated by spinal cholecystokinin. Proc Soc Exp Biol Med. 1999 Mar;220(3):178-83. doi: 10.1046/j.1525-1373.1999.d01-26.x. PMID: 10193446. 20: Dorré D, Smith GP. CholecystokininB receptor antagonist increases food intake in rats. Physiol Behav. 1998 Aug;65(1):11-4. doi: 10.1016/s0031-9384(98)00080-8. PMID: 9811359.