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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
A M Bajo et al.
British journal of cancer, 90(1), 245-252 (2004-01-08)
The overexpression of angiogenic factors such as vascular endothelial growth factor (VEGF), fibroblast growth factor (FGF) and insulin-like growth factors (IGFs) plays a role in the migration and proliferation of endothelial cells in many cancers. Consequently, we investigated the effects
Caroline Brunetto de Farias et al.
Protein and peptide letters, 16(6), 650-652 (2009-06-13)
The gastrin-releasing peptide receptor (GRPR) is a therapeutic target in colon cancer. Here we show that the GRPR antagonist RC-3095 (10(-3), 10(-6), or 1 microM) decreases nerve growth factor (NGF) secretion measured by enzyme-linked immunosorbent assay (ELISA) in HT-29 human

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