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Key Documents

R9653

Sigma-Aldrich

RC-3095

≥95% (HPLC), lyophilized powder

Synonym(s):

(3R)-2,3,4,9-Tetrahydro-1H-pyrido[3,4-b]indole-3-carbonyl-L-glutaminyl-L-tryptophyl-L-alanyl-L-valylglycyl-L-histidyl-L-leucyl-Ψ(CH2-NH)-L-Leucinamide triflouroacetate salt, (D-Tpi6, Leu13Ψ(CH2-NH)-Leu14)bombesin (6-14), D-Tpi-Gln-Trp-Ala-Val-Gly-His-Y(CH2-NH)-Leu-NH2 trifluoroacetate salt trifluoroacetate salt, (D-Tpi6, Leu13 Ψ(CH2-NH)-Leu14)bombesin (6-14), D-Tpi-Gln-Trp-Ala-Val-Gly-His-Leu-Y(CH2-NH)-Leu-NH2 trifluoroacetate salt

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About This Item

Empirical Formula (Hill Notation):
C56H79N15O9 · xC2HF3O2
CAS Number:
Molecular Weight:
1106.32 (free base basis)
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥95% (HPLC)

form

lyophilized powder

color

white to off-white

storage temp.

−20°C

SMILES string

OC(=O)C(F)(F)F.CC(C)C[C@@H](CN[C@@H](CC(C)C)C(N)=O)NC(=O)[C@H](Cc1cnc[nH]1)NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H]4Cc5c(CN4)[nH]c6ccccc56)C(C)C

InChI

1S/C56H79N15O9.C2HF3O2/c1-29(2)18-35(25-61-42(50(58)74)19-30(3)4)66-55(79)45(21-34-24-59-28-64-34)68-48(73)27-63-56(80)49(31(5)6)71-51(75)32(7)65-54(78)44(20-33-23-60-39-14-10-8-12-36(33)39)70-52(76)41(16-17-47(57)72)69-53(77)43-22-38-37-13-9-11-15-40(37)67-46(38)26-62-43;3-2(4,5)1(6)7/h8-15,23-24,28-32,35,41-45,49,60-62,67H,16-22,25-27H2,1-7H3,(H2,57,72)(H2,58,74)(H,59,64)(H,63,80)(H,65,78)(H,66,79)(H,68,73)(H,69,77)(H,70,76)(H,71,75);(H,6,7)/t32-,35-,41-,42-,43+,44-,45-,49-;/m0./s1

InChI key

ZHNRKEKBKBWCMF-RWWZSYIDSA-N

Amino Acid Sequence

(D-TPI6, LEU13 y(CH2-NH)-LEU14)BOMBESIN (6-14)

Biochem/physiol Actions

RC-3095 is a potent BB2 (GRP-preferring) bombesin receptor antagonist.

Packaging

Air sensitive

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Gislaine T Rezin et al.
Basic & clinical pharmacology & toxicology, 108(3), 214-219 (2010-12-09)
The pathophysiology of gastritis involves an imbalance between gastric acid attack and mucosal defence. In addition, the gastric mucosal injury results in adenosine triphosphate (ATP) depletion leading to mitochondrial dysfunction. Several studies have shown the association of mitochondrial disorders with
Fabricia Petronilho et al.
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 59(9), 783-789 (2010-04-07)
We report the effects of the gastrin-releasing peptide (GRP) receptor antagonist RC-3095 in an acute inflammation model induced by carrageenan. Male Wistar rats received saline or saline containing 2% lambda-carrageenan into the pleural cavity, with some also receiving RC-3095 3
Vanessa A Garcia et al.
Behavioural brain research, 214(2), 456-459 (2010-08-04)
Alterations in attachment behavior might play a role in the dysfunction in social behavior displayed by autistic infants. Here we show that neonatal gastrin-releasing peptide receptor (GRPR) blockade induces a reduction in maternal odor preference, a task involving attachment behavior
Juliana Presti-Torres et al.
Journal of neural transmission (Vienna, Austria : 1996), 119(3), 319-327 (2011-08-19)
We have previously shown that pharmacological blockade of the gastrin-releasing peptide receptor (GRPR) during the neonatal period in rats produces behavioral features of developmental neuropsychiatric disorders. Here, we show that social interaction deficits in this model are reversed by the
Sandra Sotomayor et al.
International journal of cancer, 127(8), 1813-1822 (2010-01-26)
Bombesin (BN) and gastrin-releasing peptide (GRP) have been shown to stimulate the growth of human prostate cancer in vivo and in vitro by mechanisms initiated by binding of the peptide to BN/GRP receptor (GRPR). GRPR is overexpressed in a variety

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