Nitrobenzylthioinosine

Modify Date: 2025-08-27 12:57:25

Nitrobenzylthioinosine structure	Common Name	Nitrobenzylthioinosine
	CAS Number	38048-32-7	Molecular Weight	419.412
	Density	1.8±0.1 g/cm3	Boiling Point	770.2±70.0 °C at 760 mmHg
	Molecular Formula	C₁₇H₁₇N₅O₆S	Melting Point	187-190 °C(lit.)
	MSDS	Chinese USA	Flash Point	419.6±35.7 °C

Use of Nitrobenzylthioinosine

Nitrobenzylthioinosine is an ENT1 transporter inhibitor that binds to ENT1 transporter with high affinity. Nitrobenzylthioinosine is a photoaffinity probe for adenosine uptake sites in brain. Nitrobenzylthioinosine can cross the blood-brain barrier[1][2][3].

Name	S-(4-Nitrobenzyl)-6-thioinosine
Synonym	More Synonyms

Description	Nitrobenzylthioinosine is an ENT1 transporter inhibitor that binds to ENT1 transporter with high affinity. Nitrobenzylthioinosine is a photoaffinity probe for adenosine uptake sites in brain. Nitrobenzylthioinosine can cross the blood-brain barrier[1][2][3].
Related Catalog	Research Areas >> Neurological Disease Signaling Pathways >> GPCR/G Protein >> Adenosine Receptor
Target	ENT1 transporter[1]
References	[1]. Lauri Alanko, et al. Nitrobenzylthioinosine (NBMPR) binding and nucleoside transporter ENT1 mRNA expression after prolonged wakefulness and recovery sleep in the cortex and basal forebrain of rat. J Sleep Res. 2003 Dec;12(4):299-304. [2]. C M Anderson, et al. Ability of nitrobenzylthioinosine to cross the blood-brain barrier in rats. Neurosci Lett. 1996 Nov 29;219(3):191-4. [3]. P J Marangos, et al. [3H]nitrobenzylthioinosine is a photoaffinity probe for adenosine uptake sites in brain. Eur J Pharmacol. 1982 Dec 3;85(3-4):359-60.

Density	1.8±0.1 g/cm3
Boiling Point	770.2±70.0 °C at 760 mmHg
Melting Point	187-190 °C(lit.)
Molecular Formula	C₁₇H₁₇N₅O₆S
Molecular Weight	419.412
Flash Point	419.6±35.7 °C
Exact Mass	419.089966
PSA	184.64000
LogP	1.20
Appearance of Characters	solid \| white
Vapour Pressure	0.0±2.8 mmHg at 25°C
Index of Refraction	1.808
Storage condition	2-8°C
Water Solubility	0.1 M HCl: slightly soluble

Nitrobenzylthioinosine MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UO9025000

CHEMICAL NAME :: 9H-Purine, 6-(((4-nitrophenyl)methyl)thio)-9-beta-D-ribofuranosy l-

CAS REGISTRY NUMBER :: 38048-32-7

LAST UPDATED :: 199612

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C17-H17-N5-O6-S

MOLECULAR WEIGHT :: 419.45

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation test systems - not otherwise specified

TEST SYSTEM :: Rodent - rat Liver

DOSE/DURATION :: 8 umol/L

REFERENCE :: CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 43,1616,1983

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Safety Phrases	S24/25
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	UO9025000

4-Nitrobenzyl m...

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6-Chloropurine ...

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~92%

Nitrobenzylthio...

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Literature: Yadav, Vikas; Chu, Chung K.; Rais, Reem H.; Al Safarjalani, Omar N.; Guarcello, Vincenzo; Naguib, Fardos N. M.; El Kouni, Mahmoud H. Journal of Medicinal Chemistry, 2004 , vol. 47, # 8 p. 1987 - 1996

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9H-Purine,6-chl...

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Nitrobenzylthio...

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Literature: Niu, Hong-Ying; Xia, Chao; Qu, Gui-Rong; Wu, Shan; Jiang, Yi; Jin, Xin; Guo, Hai-Ming Chemistry - An Asian Journal, 2012 , vol. 7, # 1 p. 45 - 49

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Nitrobenzylthio...

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Literature: Niu, Hong-Ying; Xia, Chao; Qu, Gui-Rong; Wu, Shan; Jiang, Yi; Jin, Xin; Guo, Hai-Ming Chemistry - An Asian Journal, 2012 , vol. 7, # 1 p. 45 - 49

Precursor 7
CAS#:26798-33-4 4-Nitrobenzyl m... CAS#:2004-06-0 6-Chloropurine ... CAS#:87-42-3 6-chloropurine CAS#:14215-97-5 D-Ribofuranose,...
CAS#:3510-73-4 [3,4-dibenzoylo... CAS#:5987-73-5 9H-Purine,6-chl... CAS#:100-14-1 4-Nitrobenzyl c...
DownStream 6
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CAS#:143330-49-8 (2R,3R,4S,5R)-2... CAS#:143330-48-7 6-[[4-[N-(propy...

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{6-[(4-Nitrobenzyl)thio]-9-β-D-ribofuranosylpurine}

NBMPR

6-[(4-Nitrobenzyl)sulfanyl]-9-(β-D-ribofuranosyl)-9H-purine

S-(4-Nitrobenzyl)-6-thioinosine

EINECS 253-753-4

MFCD00005745

6-S-[(4-Nitrophenyl)methyl]-6-thioinosine

NBTI

6-[(4-Nitrobenzyl)thio]-9-β-D-ribofuranosylpurine

9H-Purine, 6-[[(4-nitrophenyl)methyl]thio]-9-β-D-ribofuranosyl-

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