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A8727

Sigma-Aldrich

Antalarmin hydrochloride

≥98% (HPLC), solid, CRF1 antagonist

Synonym(s):

N-Butyl-N-ethyl-2,5,6-trimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolol[2,3-d]pyrimidin-4-amine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C24H34N4·HCl
CAS Number:
220953-69-5
Molecular Weight:
415.01
MDL number:
MFCD05664721
UNSPSC Code:
12352200
PubChem Substance ID:
24724401
NACRES:
NA.77

product name

Antalarmin hydrochloride, ≥98% (HPLC), solid

Quality Level

100

Assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

off-white

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

SMILES string

Cl[H].CCCCN(CC)c1nc(C)nc2n(c(C)c(C)c12)-c3c(C)cc(C)cc3C

InChI

1S/C24H34N4.ClH/c1-9-11-12-27(10-2)23-21-18(6)19(7)28(24(21)26-20(8)25-23)22-16(4)13-15(3)14-17(22)5;/h13-14H,9-12H2,1-8H3;1H

InChI key

CGDGXEDXEXACKQ-UHFFFAOYSA-N

Application

Antalarmin hydrochloride has been used:
  • to study its effect on stress-induced tryptophan hydroxylase 2 activity
  • to study the anxiogenic effects of corticotropin-releasing factor 1 (CRF1) activation
  • to analyze the therapeutic effect of blocking corticotrophin-releasing hormone (CRH) signaling in treating social stress-induced depression

Antalarmin hydrochloride is a non-peptide CRF1 corticotropin-releasing factor receptor antagonist.

Biochem/physiol Actions

Antalarmin serves as a non steroidal inhibitor of pregnancy even during the early stages. It is known to delay parturition. It also prevents the development of gastric ulcers which arises in response to stress.
Antalarmin hydrochloride is a non-peptide CRF1 corticotropin-releasing factor receptor antagonist.

Features and Benefits

This compound is featured on the Corticotropin-Releasing Factor Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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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Deficits in KCC2 and activation of the HPA axis lead to depression-like behavior following social defeat
Miller S and Maguire J
Hormonal Studies, 2(1), 2-2 (2014)
Eric P Zorrilla et al.
Brain research, 952(2), 188-199 (2002-10-12)
Molecular studies point to a role for the type 1 corticotropin-releasing factor receptor (CRF(1)) in anxiogenic-like and activating effects of CRF and stress. However, CP-154,526, a selective CRF(1) antagonist, has yielded mixed results in such tests. Few studies have examined
Nancy K Mello et al.
Pharmacology, biochemistry, and behavior, 85(4), 744-751 (2006-12-22)
Cocaine stimulates the rapid release of ACTH, and by inference, CRF in several species, suggesting that the HPA "stress" axis may contribute to the abuse-related effects of cocaine. The effects of a systemically-active CRF(1) receptor antagonist, antalarmin, on cocaine self-administration
Anna Skórzewska et al.
Stress (Amsterdam, Netherlands), 22(1), 113-122 (2018-10-23)
This study aimed to test the hypothesis that high-anxiety (HR) rats are more sensitive to the effects of chronic corticosterone administration and antalarmin (corticotropin-releasing factor (CRF) receptor 1, CRF1 antagonist) injections than low-anxiety (LR) rats, and this effect is accompanied
CRF type 1 receptors of the medial amygdala modulate inhibitory avoidance responses in the elevated T-maze
Vicentini JE, et al.
Hormones and Behavior, 65(3), 195-202 (2014)
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