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BIBN 4096BS

CAS No.:
204697-65-4
Catalog Number:
AG00BF49
Molecular Formula:
C38H47Br2N9O5
Molecular Weight:
869.6451
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
2mg
99%
1 week
United States
$223
- +
5mg
99%
1 week
United States
$323
- +
10mg
99%
1 week
United States
$507
- +
50mg
99%
1 week
United States
$1939
- +
Product Description
Catalog Number:
AG00BF49
Chemical Name:
BIBN 4096BS
CAS Number:
204697-65-4
Molecular Formula:
C38H47Br2N9O5
Molecular Weight:
869.6451
MDL Number:
MFCD07772306
IUPAC Name:
N-[(2R)-1-[[(2S)-6-amino-1-oxo-1-(4-pyridin-4-ylpiperazin-1-yl)hexan-2-yl]amino]-3-(3,5-dibromo-4-hydroxyphenyl)-1-oxopropan-2-yl]-4-(2-oxo-1,4-dihydroquinazolin-3-yl)piperidine-1-carboxamide
InChI:
InChI=1S/C38H47Br2N9O5/c39-29-21-25(22-30(40)34(29)50)23-33(45-37(53)48-15-10-28(11-16-48)49-24-26-5-1-2-6-31(26)44-38(49)54)35(51)43-32(7-3-4-12-41)36(52)47-19-17-46(18-20-47)27-8-13-42-14-9-27/h1-2,5-6,8-9,13-14,21-22,28,32-33,50H,3-4,7,10-12,15-20,23-24,41H2,(H,43,51)(H,44,54)(H,45,53)/t32-,33+/m0/s1
InChI Key:
ITIXDWVDFFXNEG-JHOUSYSJSA-N
SMILES:
NCCCC[C@@H](C(=O)N1CCN(CC1)c1ccncc1)NC(=O)[C@H](NC(=O)N1CCC(CC1)N1Cc2ccccc2NC1=O)Cc1cc(Br)c(c(c1)Br)O
UNII:
WOA5J8TX6M
Properties
Complexity:
1250  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
869.205g/mol
Formal Charge:
0
Heavy Atom Count:
54  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
5  
Isotope Atom Count:
0
Molecular Weight:
869.66g/mol
Monoisotopic Mass:
867.207g/mol
Rotatable Bond Count:
12  
Topological Polar Surface Area:
177A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.1  
Literature
Title Journal
A second trigeminal CGRP receptor: function and expression of the AMY1 receptor. Annals of clinical and translational neurology 20150601
Identification of potent CNS-penetrant thiazolidinones as novel CGRP receptor antagonists. Bioorganic & medicinal chemistry letters 20140201
CGRP receptor antagonism and migraine therapy. Current protein & peptide science 20130801
Differential effects of calcitonin gene-related peptide receptor blockade by olcegepant on mechanical allodynia induced by ligation of the infraorbital nerve vs the sciatic nerve in the rat. Pain 20120901
CGRP receptor antagonists: an expanding drug class for acute migraine? Expert opinion on investigational drugs 20120601
Oxaliplatin elicits mechanical and cold allodynia in rodents via TRPA1 receptor stimulation. Pain 20110701
Possible site of action of CGRP antagonists in migraine. Cephalalgia : an international journal of headache 20110401
Evidence for CGRP re-uptake in rat dura mater encephali. British journal of pharmacology 20101201
[Calcitonin gene-related peptide and migraine. Increases understanding of physiopathology can lead to new drug therapy]. Lakartidningen 20101201
CGRP receptor antagonist olcegepant (BIBN4096BS) does not prevent glyceryl trinitrate-induced migraine. Cephalalgia : an international journal of headache 20101101
Modulation of nocioceptive transmission with calcitonin gene-related peptide receptor antagonists in the thalamus. Brain : a journal of neurology 20100901
Calcitonin gene-related peptide (CGRP) receptor antagonists in the treatment of migraine. CNS drugs 20100701
Calcitonin gene-related peptide receptor antagonists for migraine. Expert opinion on investigational drugs 20100701
New acute treatments for headache. Neurological sciences : official journal of the Italian Neurological Society and of the Italian Society of Clinical Neurophysiology 20100601
CGRP receptor antagonism and migraine. Neurotherapeutics : the journal of the American Society for Experimental NeuroTherapeutics 20100401
Mapping the CGRP receptor ligand binding domain: tryptophan-84 of RAMP1 is critical for agonist and antagonist binding. Biochemical and biophysical research communications 20100326
Improvement of the closed cranial window model in rats by intracarotid infusion of signalling molecules implicated in migraine. Cephalalgia : an international journal of headache 20100101
Is there an inherent limit to the efficacy of calcitonin gene-related peptide receptor antagonists in the acute treatment of migraine? A comment. The journal of headache and pain 20091201
The role of CGRP in the pathophysiology of migraine and efficacy of CGRP receptor antagonists as acute antimigraine drugs. Pharmacology & therapeutics 20091201
Is there an inherent limit to acute migraine treatment efficacy? The journal of headache and pain 20091201
Calcitonin gene-related peptide receptor antagonists for the treatment of migraine: a patent review. Expert opinion on therapeutic patents 20091201
CGRP antagonists: hope for a new era in acute migraine treatment. Acta neurologica Belgica 20091201
Calcitonin gene-related peptide receptor antagonist olcegepant acts in the spinal trigeminal nucleus. Brain : a journal of neurology 20091101
[Migraine can signal a risk for heart and brain]. MMW Fortschritte der Medizin 20090910
A flexible and high throughput liquid chromatography-tandem mass spectrometric assay for the quantitation of telcagepant in human plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20090515
Migraine and telcagepant [corrected]. Lancet (London, England) 20090321
CGRP receptors in the control of pain and inflammation. Current opinion in pharmacology 20090201
Proinflammatory mediators and migraine pathogenesis: moving towards CGRP as a target for a novel therapeutic class. Expert review of neurotherapeutics 20080901
Clinical and preclinical rationale for CGRP-receptor antagonists in the treatment of migraine. Headache 20080901
Treatment of migraine attacks based on the interaction with the trigemino-cerebrovascular system. The journal of headache and pain 20080201
Olcegepant, a non-peptide CGRP1 antagonist for migraine treatment. IDrugs : the investigational drugs journal 20070801
Pharmacological characterisation of capsaicin-induced relaxations in human and porcine isolated arteries. Naunyn-Schmiedeberg's archives of pharmacology 20070301
Determinants of 1-piperidinecarboxamide, N-[2-[[5-amino-l-[[4-(4-pyridinyl)-l-piperazinyl]carbonyl]pentyl]amino]-1-[(3,5-dibromo-4-hydroxyphenyl)methyl]-2-oxoethyl]-4-(1,4-dihydro-2-oxo-3(2H)-quinazolinyl) (BIBN4096BS) affinity for calcitonin gene-related peptide and amylin receptors--the role of receptor activity modifying protein 1. Molecular pharmacology 20061201
Effects of current and prospective antimigraine drugs on the porcine isolated meningeal artery. Naunyn-Schmiedeberg's archives of pharmacology 20061201
Non-peptide calcitonin gene-related peptide receptor antagonists from a benzodiazepinone lead. Bioorganic & medicinal chemistry letters 20060515
Development of human calcitonin gene-related peptide (CGRP) receptor antagonists. 1. Potent and selective small molecule CGRP antagonists. 1-[N2-[3,5-dibromo-N-[[4-(3,4-dihydro-2(1H)-oxoquinazolin-3-yl)-1-piperidinyl]carbonyl]-D-tyrosyl]-l-lysyl]-4-(4-pyridinyl)piperazine: the first CGRP antagonist for clinical trials in acute migraine. Journal of medicinal chemistry 20050922
CL/RAMP2 and CL/RAMP3 produce pharmacologically distinct adrenomedullin receptors: a comparison of effects of adrenomedullin22-52, CGRP8-37 and BIBN4096BS. British journal of pharmacology 20031001
Effects of the CGRP receptor antagonist BIBN4096BS on capsaicin-induced carotid haemodynamic changes in anaesthetised pigs. British journal of pharmacology 20030901
Receptor activity-modifying protein 1 determines the species selectivity of non-peptide CGRP receptor antagonists. The Journal of biological chemistry 20020419
Pharmacological profile of BIBN4096BS, the first selective small molecule CGRP antagonist. British journal of pharmacology 20000201
Properties