Thiochrome

Names

[ CAS No. ]:
92-35-3

[ Name ]:
Thiochrome

[Synonym ]:
2-(2,7-dimethyl-5H-pyrimido[4,5-d]thiazolo[3,2-a]pyrimidin-8-yl)-ethanol
2-(2,7-Dimethyl-5H-pyrimido[4,5-d]thiazolo[3,2-a]pyrimidin-8-yl)-aethanol
2-(2,7-dimethyl-5H-thiazolo[3',2':1,2]pyrimido[4,5-d]pyrimidin-8-yl)ethanol
2-{6,12-dimethyl-4-thia-2,7,11,13-tetraazatricyclo[7.4.0.0^{3,7}]trideca-1(13),2,5,9,11-pentaen-5-yl}ethan-1-ol
5H-Pyrimido(4,5-d)thiazolo(3,2-a)pyrimidine-8-ethanol,2,7-dimethyl
T7891_FLUKA
EINECS 202-149-9
2,7-dimethyl-5H-pyrimido[4,5-d]thiazolo[3,2-a]pyrimidine-8-ethanol
2,7-Dimethylthiachromine-8-ethanol
5H-PYRIMIDO(4,5-D)THIAZOLO(3,2-A)PYRIMIDINE-8-ETHANOL, 2,7-DIMETHYL-
THIOCHROME
Thiachrome
MFCD00010519
TETRAKIS(2-ETHYLBUTYL)SILICATE

Biological Activity

[Description]:

Thiochrome, a natural oxidation product and metabolite of thiamine, is a selective M4 muscarinic receptor of acetylcholine (ACh) affinity enhancer. Thiochrome has neutral cooperativity with ACh at M1 to M3 receptors[1][2].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> mAChR

Research Areas >> Others

Signaling Pathways >> GPCR/G Protein >> mAChR

Research Areas >> Metabolic Disease

[In Vivo]

Thiochrome can increase the intensity of the reproduction process of the representatives of one-cell organisms worms, crustaceans, insects and fishes[1].

[References]

[1]. Petrov SA, et al. Administration of Thiamine and Thiochrome Enhanced Reproduction of Chlorella, Drosophila melanogaster, and Danio. J Nutr Sci Vitaminol (Tokyo). 2016;62(1):6-11.

[2]. Lazareno S, et al. Thiochrome enhances acetylcholine affinity at muscarinic M4 receptors: receptor subtype selectivity via cooperativity rather than affinity. Mol Pharmacol. 2004 Jan;65(1):257-66.

Chemical & Physical Properties

[ Density]:
1.49g/cm3

[ Boiling Point ]:
462.6ºC at 760 mmHg

[ Melting Point ]:
228.8°C

[ Molecular Formula ]:
C₁₂H₁₄N₄OS

[ Molecular Weight ]:
262.33100

[ Flash Point ]:
233.5ºC

[ Exact Mass ]:
262.08900

[ PSA ]:
91.54000

[ LogP ]:
0.52090

[ Index of Refraction ]:
1.752

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2934999090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Functional activation of G-proteins coupled with muscarinic acetylcholine receptors in rat brain membranes.

J. Pharmacol. Sci. 125(2) , 157-68, (2014)

The functional activation of Gi/o proteins coupled to muscarinic acetylcholine receptors (mAChRs) was investigated with the conventional guanosine-5'-O-(3-[(35)S]thio) triphosphate ([(35)S]GTPγS) bind...

Salvage of the thiamin pyrimidine moiety by plant TenA proteins lacking an active-site cysteine.

Biochem. J. 463(1) , 145-55, (2014)

The TenA protein family occurs in prokaryotes, plants and fungi; it has two subfamilies, one (TenA_C) having an active-site cysteine, the other (TenA_E) not. TenA_C proteins participate in thiamin sal...

Determination of thiamine and its phosphate esters in rat tissues analyzed as thiochromes on a RP-amide C16 column.

J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 816(1-2) , 67-72, (2005)

A new reversed-phase chromatographic method is described for the separation and quantification of thiamine (T), thiamine monophosphate (TMP) and diphosphate (TDP) in rat tissues. Sample extraction wit...

Related Compounds

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