L-703606 Oxalate

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MedKoo CAT#: 532069

CAS#: 144425-84-3 (Oxalate)

Description: L-703,606 is a potent, selective antagonist to the human NK1 receptor.

Chemical Structure

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L-703606 Oxalate
CAS# 144425-84-3 (Oxalate)
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 532069
Name: L-703606 Oxalate
CAS#: 144425-84-3 (Oxalate)
Chemical Formula: C29H31IN2O4
Exact Mass: 508.14
Molecular Weight: 598.482
Elemental Analysis: C, 58.20; H, 5.22; I, 21.20; N, 4.68; O, 10.69

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Related CAS #: 144425-84-3 (Oxalate)   351351-06-9 (Oxalate hydrate)   144425-84-3  

Synonym: L-703,606; L 703,606; L703,606; L-703606; L 703606; L703606; L-703606 Oxalate

IUPAC/Chemical Name: (7R,8R)-7-[di(phenyl)methyl]-N-[(2-iodophenyl)methyl]-1-azabicyclo[2.2.2]octan-8-amine oxalate

InChi Key: VHLWXEPQCNQPNC-CNZCJKERSA-N

InChi Code: InChI=1S/C27H29IN2.C2H2O4/c28-24-14-8-7-13-23(24)19-29-26-22-15-17-30(18-16-22)27(26)25(20-9-3-1-4-10-20)21-11-5-2-6-12-21;3-1(4)2(5)6/h1-14,22,25-27,29H,15-19H2;(H,3,4)(H,5,6)/t26-,27-;/m1./s1

SMILES Code: IC1=CC=CC=C1CN[C@H]2[C@@H](C(C3=CC=CC=C3)C4=CC=CC=C4)N5CCC2CC5.O=C(O)C(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: L-703,606 is a potent, selective antagonist to the human NK1 receptor.
In vitro activity: Moreover, NK-1 receptor antagonist L-703,606 blocked the SP-induced stimulation of proliferation. The results of Western blot analysis showed that L-703,606 attenuated the effects of substance P on NK1R, GSK-3β, and β-catenin expression. Reference: Front Neurosci. 2018 Nov 5;12:806. https://pubmed.ncbi.nlm.nih.gov/30455626/
In vivo activity: Topical treatment of guinea pigs with L-703,606, either before histamine application or at the time of peak ORI (ocular redness index), effectively reduced ORI and suppressed conjunctival blood vessel dilation, along with decreased eosinophil and neutrophil infiltration, and inflammatory cytokine expression in the conjunctiva, as well as reduced SP levels in the tears. Reference: Ocul Surf. 2022 Oct;26:184-190. https://pubmed.ncbi.nlm.nih.gov/36067981/

Preparing Stock Solutions

The following data is based on the product molecular weight 598.48 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. Zhang N, Gao D, Liu Y, Ji S, Sha L. Effects of Neuropeptide Substance P on Proliferation and β-Cell Differentiation of Adult Pancreatic Ductal Cells. Front Neurosci. 2018 Nov 5;12:806. doi: 10.3389/fnins.2018.00806. PMID: 30455626; PMCID: PMC6230717. 2. Masterson SP, Li J, Bickford ME. Frequency-dependent release of substance P mediates heterosynaptic potentiation of glutamatergic synaptic responses in the rat visual thalamus. J Neurophysiol. 2010 Sep;104(3):1758-67. doi: 10.1152/jn.00010.2010. Epub 2010 Jul 21. PMID: 20660425; PMCID: PMC2944677. 3. Wang S, Liu L, Blanco T, Ge H, Xia Y, Pang K, Chen Y, Dana R. Therapeutic efficacy of topical blockade of substance P in experimental allergic red eye. Ocul Surf. 2022 Oct;26:184-190. doi: 10.1016/j.jtos.2022.08.008. Epub 2022 Sep 5. PMID: 36067981. 4. Huang H, Zhang X, Fu X, Zhang X, Lang B, Xiang X, Hao W. Alcohol-induced conditioned place preference negatively correlates with anxiety-like behavior in adolescent mice: inhibition by a neurokinin-1 receptor antagonist. Psychopharmacology (Berl). 2018 Oct;235(10):2847-2857. doi: 10.1007/s00213-018-4976-7. Epub 2018 Jul 27. PMID: 30054674.
In vitro protocol: 1. Zhang N, Gao D, Liu Y, Ji S, Sha L. Effects of Neuropeptide Substance P on Proliferation and β-Cell Differentiation of Adult Pancreatic Ductal Cells. Front Neurosci. 2018 Nov 5;12:806. doi: 10.3389/fnins.2018.00806. PMID: 30455626; PMCID: PMC6230717. 2. Masterson SP, Li J, Bickford ME. Frequency-dependent release of substance P mediates heterosynaptic potentiation of glutamatergic synaptic responses in the rat visual thalamus. J Neurophysiol. 2010 Sep;104(3):1758-67. doi: 10.1152/jn.00010.2010. Epub 2010 Jul 21. PMID: 20660425; PMCID: PMC2944677.
In vivo protocol: 1. Wang S, Liu L, Blanco T, Ge H, Xia Y, Pang K, Chen Y, Dana R. Therapeutic efficacy of topical blockade of substance P in experimental allergic red eye. Ocul Surf. 2022 Oct;26:184-190. doi: 10.1016/j.jtos.2022.08.008. Epub 2022 Sep 5. PMID: 36067981. 2. Huang H, Zhang X, Fu X, Zhang X, Lang B, Xiang X, Hao W. Alcohol-induced conditioned place preference negatively correlates with anxiety-like behavior in adolescent mice: inhibition by a neurokinin-1 receptor antagonist. Psychopharmacology (Berl). 2018 Oct;235(10):2847-2857. doi: 10.1007/s00213-018-4976-7. Epub 2018 Jul 27. PMID: 30054674.

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1: Tao K, Wang HT, Chen B, Wang BT, Li ZY, Zhu XX, Tang CW, Hu DH. Effect of nonpeptide NK1 receptor antagonist L-703,606 on the edema formation in rats at early stage after deep partial-thickness skin scalding. Asian Pac J Trop Med. 2013 May 13;6(5):387-94. doi: 10.1016/S1995-7645(13)60044-9. PubMed PMID: 23608379.

2: Tao K, Chen B, Hu DH, Wang BT. [The influence of non-peptide NK1 receptor antagonist L-703, 606 on the early tissue edema formation in rats with deep partial-thickness scald]. Zhonghua Shao Shang Za Zhi. 2005 Dec;21(6):455-8. Chinese. PubMed PMID: 16480633.

3: Francis BE, Swain C, Sabin V, Burns HD. Radioiodinated L-703,606: a potent, selective antagonist to the human NK1 receptor. Appl Radiat Isot. 1994 Jan;45(1):97-103. PubMed PMID: 8287060.