CAS 146-77-0|2-Chloroadenosine

Introduction：Basic information about CAS 146-77-0|2-Chloroadenosine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. 2-Chloroadenosine BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Articles45
7. Synonyms

Common Name	2-Chloroadenosine
CAS Number	146-77-0	Molecular Weight	301.686
Density	2.2±0.1 g/cm3	Boiling Point	643.3±65.0 °C at 760 mmHg
Molecular Formula	C₁₀H₁₂ClN₅O₄	Melting Point	162 °C
MSDS	ChineseUSA	Flash Point	342.8±34.3 °C

Names

Name	2-Chloroadenosine
Synonym	More Synonyms

2-Chloroadenosine BiologicalActivity

Description	2-Chloroadenosine, a stable adenosine analogue, protects against long term development of ischaemic cell loss in the rat hippocampus. 2-Chloroadenosine is an apparent competitive inhibitor of uridine influx (apparent Ki=33 μM) and high-affinity nitrobenzylthioinosine binding (apparent Ki=0.18 mM). 2-Chloroadenosine is a transported permeant for the nucleoside transporter in human erythrocytes[1][2].
Related Catalog	Research Areas >>OthersSignaling Pathways >>Others >>Others
References	[1]. Jarvis SM,2-Chloroadenosine, a permeant for the nucleoside transporter.Biochem Pharmacol. 1985 Sep 15;34(18):3237-41. [2]. Evans MC, et al. An adenosine analogue, 2-chloroadenosine, protects against long term development of ischaemic cell loss in the rat hippocampus.Neurosci Lett. 1987 Dec 29;83(3):287-92.

Description

2-Chloroadenosine, a stable adenosine analogue, protects against long term development of ischaemic cell loss in the rat hippocampus. 2-Chloroadenosine is an apparent competitive inhibitor of uridine influx (apparent Ki=33 μM) and high-affinity nitrobenzylthioinosine binding (apparent Ki=0.18 mM). 2-Chloroadenosine is a transported permeant for the nucleoside transporter in human erythrocytes[1][2].

Related Catalog

Research Areas >>OthersSignaling Pathways >>Others >>Others

References

[1]. Jarvis SM,2-Chloroadenosine, a permeant for the nucleoside transporter.Biochem Pharmacol. 1985 Sep 15;34(18):3237-41.

[2]. Evans MC, et al. An adenosine analogue, 2-chloroadenosine, protects against long term development of ischaemic cell loss in the rat hippocampus.Neurosci Lett. 1987 Dec 29;83(3):287-92.

Chemical & Physical Properties

Density	2.2±0.1 g/cm3
Boiling Point	643.3±65.0 °C at 760 mmHg
Melting Point	162 °C
Molecular Formula	C₁₀H₁₂ClN₅O₄
Molecular Weight	301.686
Flash Point	342.8±34.3 °C
Exact Mass	301.057770
PSA	139.54000
LogP	-0.46
Vapour Pressure	0.0±2.0 mmHg at 25°C
Index of Refraction	1.912
InChIKey	BIXYYZIIJIXVFW-UUOKFMHZSA-N
SMILES	Nc1nc(Cl)nc2c1ncn2C1OC(CO)C(O)C1O
Water Solubility	H2O: 10 mg/mL, clear, colorless

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AU7357550

CHEMICAL NAME :: Adenosine, 2-chloro-

CAS REGISTRY NUMBER :: 146-77-0

BEILSTEIN REFERENCE NO. :: 0043957

LAST UPDATED :: 199612

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C10-H12-Cl-N5-O4

MOLECULAR WEIGHT :: 301.72

WISWESSER LINE NOTATION :: T56 BN DN FN HNJ GG IZ D- BT5OTJ CQ DQ E1Q

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >100 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity)

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 118,95,1959

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 50 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity)

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 118,95,1959 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 603 ug/kg

SEX/DURATION :: female 11-12 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetal death

REFERENCE :: TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 25(2),35A,1982

Safety Information

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes	Xi
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	AU7357550

Articles45

Hypoxanthine uptake by skeletal muscle microvascular endothelial cells from equilibrative nucleoside transporter 1 (ENT1)-null mice: effect of oxidative stress.

Microvasc. Res. 98 , 16-22, (2015)

Adenosine is an endogenous regulator of vascular tone. This activity of adenosine is terminated by its uptake and metabolism by microvascular endothelial cells (MVEC). The predominant transporter invo...

Oxidative stress modulates nucleobase transport in microvascular endothelial cells

Microvasc. Res. 95 , 68-75, (2014)

Purine nucleosides and nucleobases play key roles in the physiological response to vascular ischemia/reperfusion events. The intra- and extracellular concentrations of these compounds are controlled, ...

Chemical genetics reveals a complex functional ground state of neural stem cells.

Nat. Chem. Biol. 3(5) , 268-273, (2007)

The identification of self-renewing and multipotent neural stem cells (NSCs) in the mammalian brain holds promise for the treatment of neurological diseases and has yielded new insight into brain canc...

Synonyms

6-Amino-2-chloro-9-(β-D-ribofuranosyl)purine Hydrate

2-CADO,6-Amino-2-chloropurine riboside

2-Chloroadenosine

6-Amino-2-chloropurine Riboside Hydrate

2-CADO Hydrate

EINECS 205-678-3

(2R,3R,4S,5R)-2-(6-Amino-2-chloro-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydro-3,4-furandiol

MFCD00005734

Adenosine, 2-chloro-

2-Chlor-9-(β-D-ribofuranosyl)-9H-purin-6-amin

6-Amino-2-Chloropurine Riboside

2-chloro adenosine

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