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Key Documents

Safety Information

H3288

Sigma-Aldrich

HEMADO

≥99% (HPLC), solid

Synonym(s):

2-(1-Hexynyl)-N6-methyladenosine

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About This Item

Empirical Formula (Hill Notation):
C17H23N5O4
CAS Number:
Molecular Weight:
361.40
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

Assay

≥99% (HPLC)

form

solid

color

white

solubility

DMSO: 16 mg/mL

storage temp.

2-8°C

SMILES string

CCCCC#Cc1nc(NC)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2n1

InChI

1S/C17H23N5O4/c1-3-4-5-6-7-11-20-15(18-2)12-16(21-11)22(9-19-12)17-14(25)13(24)10(8-23)26-17/h9-10,13-14,17,23-25H,3-5,8H2,1-2H3,(H,18,20,21)/t10-,13-,14-,17-/m1/s1

InChI key

KOCIMZNSNPOGOP-IWCJZZDYSA-N

Biochem/physiol Actions

A3 adenosine receptor agonist

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

13 - Non 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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

H3288-10MG:
H3288-VAR:
H3288-50MG:
H3288-BULK:


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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Rosaria Volpini et al.
Journal of medicinal chemistry, 45(15), 3271-3279 (2002-07-12)
A series of N(6)-alkyl-2-alkynyl derivatives of adenosine (Ado) have been synthesized and evaluated for their affinity at human A(1), A(2A), and A(3) receptors and for their potency at A(2B) adenosine receptor subtypes. The corresponding 2-(1-alkynyl) derivatives of 5'-N-ethylcarboxamidoadenosine (NECA) and
Kerry Barkan et al.
Scientific reports, 10(1), 20781-20781 (2020-11-29)
The adenosine A3 receptor (A3R) belongs to a family of four adenosine receptor (AR) subtypes which all play distinct roles throughout the body. A3R antagonists have been described as potential treatments for numerous diseases including asthma. Given the similarity between
Leigh A Stoddart et al.
British journal of pharmacology, 171(16), 3827-3844 (2014-04-23)
The highly conserved tryptophan (W6.48) in transmembrane domain 6 of GPCRs has been shown to play a central role in forming an active conformation in response to agonist binding. We set out to characterize the effect of this mutation on

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