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MedKoo Cat#: 527457 | Name: Olodanrigan sodium
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Description:

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

Olodanrigan, also known as EMA-401 and PD-126055, is an angiotensin AT2 antagonist potentially for treatment of postherpetic neuralgia (PHN). EMA401 targets angiotensin II type 2 receptors, which may have importance for painful sensitization. EMA401 may alleviate pain and provides relief by blocking the AngII induced potentiation which is thought to be coupled to protein kinase A

Chemical Structure

Olodanrigan sodium
Olodanrigan sodium
CAS#1316755-17-5 (sodium)

Theoretical Analysis

MedKoo Cat#: 527457

Name: Olodanrigan sodium

CAS#: 1316755-17-5 (sodium)

Chemical Formula: C32H28NNaO5

Exact Mass: 0.0000

Molecular Weight: 529.57

Elemental Analysis: C, 72.58; H, 5.33; N, 2.64; Na, 4.34; O, 15.11

Price and Availability

Size Price Availability Quantity
5mg USD 90.00 Ready to Ship
10mg USD 165.00 Ready to Ship
25mg USD 350.00 Ready to Ship
50mg USD 550.00 Ready to Ship
100mg USD 950.00 Ready to Ship
200mg USD 1,650.00 Ready to Ship
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Related CAS #
1316755-16-4 (free acid) 1348410-84-3 (potasium) 1316755-17-5 (sodium)
Synonym
EMA401; EMA-401; EMA 401; EMA401 sodium; PD-126055; PD 126055; PD126055; Olodanrigan sodium.
IUPAC/Chemical Name
Sodium (3S)-2-(2,2-Diphenylacetyl)-6-methoxy-5-phenylmethoxy-3,4-dihydro-1H-isoquinoline-3-carboxylate
InChi Key
AKMGNOBRQGBYJM-YCBFMBTMSA-M
InChi Code
InChI=1S/C32H29NO5.Na/c1-37-28-18-17-25-20-33(31(34)29(23-13-7-3-8-14-23)24-15-9-4-10-16-24)27(32(35)36)19-26(25)30(28)38-21-22-11-5-2-6-12-22;/h2-18,27,29H,19-21H2,1H3,(H,35,36);/q;+1/p-1/t27-;/m0./s1
SMILES Code
O=C([C@H]1N(C(C(C2=CC=CC=C2)C3=CC=CC=C3)=O)CC4=C(C(OCC5=CC=CC=C5)=C(OC)C=C4)C1)[O-].[Na+]
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
Angiotensin II (AngII) is an octapeptide that regulates blood pressure, controls water fluid balance, and pain perception. It activates two G protein-coupled receptors: angiotensin II type 1 receptors (AT1R) and angiotensin II type 2 receptors (AT2R). AngII co-localized in neurons that express substance P and calcitonin gene-related peptide suggesting its presence in nociceptors (noxious-stimuli sensing neurons). EMA401 may alleviate pain and provides relief by blocking the AngII induced potentiation which is thought to be coupled to protein kinase A.
Biological target:
Olodanrigan is an angiotensin II type 2 receptor (AT2R) antagonist.
In vitro activity:
TBD
In vivo activity:
This study previously demonstrated that losartan, an angiotensin II type 1 (AT1) receptor antagonist prevented these changes, and this study attempted to determine the effects of EMA401, an AT2 receptor antagonist in the current study. EMA401 blocked visceral hypersensitivity and colonic hyperpermeability in these models, and naloxone reversed the effects by EMA401. These results suggest that EMA401 may improve gut function via opioid signaling in IBS. Reference: J Pharmacol Sci. 2021 Jul;146(3):121-124. https://pubmed.ncbi.nlm.nih.gov/34030794/

Preparing Stock Solutions

The following data is based on the product molecular weight 529.57 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.

Recalculate based on batch purity %
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. Nozu T, Miyagishi S, Nozu R, Ishioh M, Takakusaki K, Okumura T. EMA401, an angiotensin II type 2 receptor antagonist blocks visceral hypersensitivity and colonic hyperpermeability in rat model of irritable bowel syndrome. J Pharmacol Sci. 2021 Jul;146(3):121-124. doi: 10.1016/j.jphs.2021.04.001. Epub 2021 Apr 20. PMID: 34030794. 2. Keppel Hesselink JM, Schatman ME. EMA401: an old antagonist of the AT2R for a new indication in neuropathic pain. J Pain Res. 2017 Feb 20;10:439-443. doi: 10.2147/JPR.S128520. PMID: 28255254; PMCID: PMC5325092.
In vitro protocol:
To be determined
In vivo protocol:
1. Nozu T, Miyagishi S, Nozu R, Ishioh M, Takakusaki K, Okumura T. EMA401, an angiotensin II type 2 receptor antagonist blocks visceral hypersensitivity and colonic hyperpermeability in rat model of irritable bowel syndrome. J Pharmacol Sci. 2021 Jul;146(3):121-124. doi: 10.1016/j.jphs.2021.04.001. Epub 2021 Apr 20. PMID: 34030794. 2. Keppel Hesselink JM, Schatman ME. EMA401: an old antagonist of the AT2R for a new indication in neuropathic pain. J Pain Res. 2017 Feb 20;10:439-443. doi: 10.2147/JPR.S128520. PMID: 28255254; PMCID: PMC5325092.
1: Nascimento OJ, Pessoa BL, Orsini M, Ribeiro P, Davidovich E, Pupe C, Filho PM, Dornas RM, Masiero L, Bittencourt J, Bastos VH. Neuropathic Pain Treatment: Still a Challenge. Neurol Int. 2016 Jun 29;8(2):6322. doi: 10.4081/ni.2016.6322. eCollection 2016 Jun 15. PubMed PMID: 27441065; PubMed Central PMCID: PMC4935814. 2: Pessoa BL, Escudeiro G, Nascimento OJ. Emerging Treatments for Neuropathic Pain. Curr Pain Headache Rep. 2015 Dec;19(12):56. doi: 10.1007/s11916-015-0530-z. Review. PubMed PMID: 26530058. 3: Sałat K, Kowalczyk P, Gryzło B, Jakubowska A, Kulig K. New investigational drugs for the treatment of neuropathic pain. Expert Opin Investig Drugs. 2014 Aug;23(8):1093-104. doi: 10.1517/13543784.2014.916688. Epub 2014 Jun 4. Review. PubMed PMID: 24896842.