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7-[[4-(2,6-Dichlorophenyl)-1-piperidinyl]methyl]-6,7,8,9-tetrahydro-1-methyl-5H-benzocyclohepten-5-olhydrochloride is a selective nociceptin/orphanin FQ receptor antagonist, which is a type of compound that can block the action of nociceptin/orphanin FQ, a neuropeptide involved in pain transmission and modulation.

371980-98-2

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371980-98-2 Usage

Uses

Used in Pharmaceutical Industry:
7-[[4-(2,6-Dichlorophenyl)-1-piperidinyl]methyl]-6,7,8,9-tetrahydro-1-methyl-5H-benzocyclohepten-5-olhydrochloride is used as a potentially useful adjunct to chronic pain therapy with opioids. It can help in treating conditions where thermal hyperalgesia, an increased sensitivity to pain caused by heat, is a significant component of the pain response. This makes it a valuable addition to the treatment of chronic pain conditions, as it can provide an alternative or complementary approach to managing pain alongside traditional opioid therapy.

Biochem/physiol Actions

SB-612111 is a potent antagonist of the nociceptin receptor ORL-1. SB-612111 binds to ORL-1 with high affinity (Ki = 0.33 nM) but has very low affinity for classic opioid receptors. The compound SB-612111 antagonizes the anti-morphine effects of nociceptin and blocks nociceptin-induced thermal hyperalgesia.

Check Digit Verification of cas no

The CAS Registry Mumber 371980-98-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,7,1,9,8 and 0 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 371980-98:
(8*3)+(7*7)+(6*1)+(5*9)+(4*8)+(3*0)+(2*9)+(1*8)=182
182 % 10 = 2
So 371980-98-2 is a valid CAS Registry Number.

371980-98-2 Well-known Company Product Price

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  • Sigma

  • (SML0571)  SB-612111 hydrochloride  ≥98% (HPLC)

  • 371980-98-2

  • SML0571-5MG

  • 1,368.90CNY

  • Detail
  • Sigma

  • (SML0571)  SB-612111 hydrochloride  ≥98% (HPLC)

  • 371980-98-2

  • SML0571-25MG

  • 5,532.93CNY

  • Detail

371980-98-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name (5S,7S)-7-[[4-(2,6-dichlorophenyl)piperidin-1-yl]methyl]-1-methyl-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-ol,hydrochloride

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
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More Details:371980-98-2 SDS

371980-98-2Downstream Products

371980-98-2Relevant academic research and scientific papers

Modified Synthesis of NOP Receptor Antagonist SB612111

Perrey, David A.,Li, Jun-Xu,Zhang, Yanan

, p. 1394 - 1400 (2017/03/11)

SB612111 [(5S,7S)-7-{[4-(2,6-dichlorophenyl)piperidin-1-yl]methyl}-1-methyl-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-ol] is a potent and selective antagonist of the nociception/orphanin FQ peptide (NOP) receptor. In the process of synthesizing cis-SB612111 to support ongoing animal studies, several key steps of the published syntheses in the patent literature proceeded in low yields in our hands, particularly in the route to the key intermediate 4-(2,6-dichlorophenyl)piperidine, the reduction of 7-[4-(2,6-dichlorophenyl)piperidine-1-carbonyl]-1-methyl-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one, the formation of (±)-6-methyl-12-oxatricyclo[8.2.1.02,7]trideca-2,4,6-trien-11-one, and the final reductive amination between (±)-6-methyl-12-oxatricyclo[8.2.1.02,7]trideca-2,4,6-trien-11-ol and 4-(2,6-dichlorophenyl)piperidine in the diastereoselective synthesis. We have thus explored various reaction conditions and successfully improved the yields for the necessary synthetic steps. We herein report our modified synthesis of SB612111 as the cis-diastereomers.

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