Thiothiamine supplier | CasNO.299-35-4

Name
THIOTHIAMINE
EINECS 206-077-9
CAS No. 299-35-4
Article Data19
CAS DataBase
Density 1.42g/cm³
Solubility
Melting Point 238-239 °C
Formula C₁₂H₁₆N₄OS₂
Boiling Point 509.6 °C at 760 mmHg
Molecular Weight 296.417
Flash Point 262 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 4-Thiazoline-2-thione,3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl- (8CI);Thiamin thiothiazolone;Thiothiamin;Thiothiamine;
PSA 137.29000
LogP 2.43240

Synthetic route

: 108669-31-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-3a-methyl-tetrahydro-furo[2,3-d]thiazole-2-thione

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

Conditions

Conditions	Yield
With hydrogenchloride

: 70-16-6
Aneurin

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

Conditions

Conditions	Yield
With water; oxygen

: 107-03-9
1-thiopropane

: 100502-51-0
thiamine disulfide

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

Conditions

Conditions	Yield
With hydrogenchloride

: 13730-34-2
diethyltetrasulfane

: 100502-51-0
thiamine disulfide

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

Conditions

Conditions	Yield
at 120℃;

: 100502-51-0
thiamine disulfide

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

Conditions

Conditions	Yield
With 2-methyl-propan-1-ol; sulfur at 130℃;

: 75-15-0
carbon disulfide

: 23676-63-3
N-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-acetamide

: 13051-49-5
5-Acetoxy-3-chloropentan-2-one

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

Conditions

Conditions	Yield
(i) aq. NaOH, (ii) /BRN= 971207/, /BRN= 1098293/, aq. NH3, EtOH, (iii) aq. HCl, (iV) aq. NaOH; Multistep reaction;

...Expand

: 4710-54-7
N-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-N-(4-hydroxy-1-methyl-2-thioxo-butyl)-formamide; sodium salt

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

Conditions

Conditions	Yield
With carbon dioxide; aniline In ethanol

: 67-03-8
Thiamine hydrochloride

A: 490-82-4
thiamine thiazolone

B: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

Conditions

Conditions	Yield
With KO2 In dimethyl sulfoxide for 0.5h; Ambient temperature;

: 96643-11-7
4-Nitro-benzenethiolate3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-2-(4-nitro-phenylsulfanyl)-thiazol-3-ium;

A: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

B: 92-35-3
thiochrome

Conditions

Conditions	Yield
In acetonitrile for 3h; Heating;

: N-<(4-amino-2-methyl-5-pyrimidinyl)methyl>dithiocarbamate ammonium salt

: 13051-49-5
5-Acetoxy-3-chloropentan-2-one

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

Conditions

Conditions	Yield
With sodium iodide In water; N,N-dimethyl-formamide at 20℃; for 6h;

: 7647-01-0
hydrogenchloride

: 108669-31-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-3a-methyl-tetrahydro-furo[2,3-d]thiazole-2-thione

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

: 95-02-3
5-(aminomethyl)-2-methylpyrimidin-4-amine

CS2: CS2

(+-)-3-acetyl-3-chloro-dihydro-furan-2-one: (+-)-3-acetyl-3-chloro-dihydro-furan-2-one

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

Conditions

Conditions	Yield
With sodium hydroxide; ammonia Erwaermen des Reaktionsprodukt mit wss. HCl;

...Expand

: 95-02-3
5-(aminomethyl)-2-methylpyrimidin-4-amine

: 13051-49-5
5-Acetoxy-3-chloropentan-2-one

CS2: CS2

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

Conditions

Conditions	Yield
With methanol; ammonia Erwaermen des Reaktionsprodukts mit wss. HCl;

...Expand

: 78-83-1
2-methyl-propan-1-ol

: 2281-20-1
N-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-N-(4-hydroxy-1-methyl-2-methyldisulfanyl-but-1-en-t-yl)-formamide

A: 490-82-4
thiamine thiazolone

B: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

C thiochrome: thiochrome

Conditions

Conditions	Yield
at 120℃;

...Expand

: 78-83-1
2-methyl-propan-1-ol

: 100502-51-0
thiamine disulfide

A: 490-82-4
thiamine thiazolone

B: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

C thiochrome: thiochrome

Conditions

Conditions	Yield
at 120℃;

...Expand

: 95-02-3
5-(aminomethyl)-2-methylpyrimidin-4-amine

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: concd. ammonia, NH3(gas) / ethanol / 3 h 2: NaI / dimethylformamide; H2O / 6 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1: NH3; aqueous methanol. NaOH 2: methanol. sodium methylate 3: aqueous HCl View Scheme

: 96643-07-1
thiamine hydrochloride

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetonitrile / 3 h / Ambient temperature 2: acetonitrile / 3 h / Heating View Scheme

: 171090-99-6
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-chloro-ethyl)-4-hydroxy-4-methyl-thiazolidine-2-thione

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: methanol. sodium methylate 2: aqueous HCl View Scheme

: 1153-39-5
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-4-hydroxy-5-(2-hydroxy-ethyl)-4-methyl-thiazolidine-2-thione

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous HCl 2: aqueous HCl View Scheme

: 106-31-0
butanoic acid anhydride

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

: 103990-78-9
3-(4-butyrylamino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-butyryloxy-ethyl)-4-methyl-3H-thiazole-2-thione

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

: 3282-30-2
pivaloyl chloride

: 103152-07-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-4-methyl-5-(2-pivaloyloxy-ethyl)-3H-thiazole-2-thione

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

: 108-24-7
acetic anhydride

: 92325-11-6
5-(2-acetoxy-ethyl)-3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-4-methyl-3H-thiazole-2-thione

Conditions

Conditions	Yield
With pyridine

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

: 108-24-7
acetic anhydride

: 101428-46-0
5-(2-acetoxy-ethyl)-3-(4-acetylamino-2-methyl-pyrimidin-5-ylmethyl)-4-methyl-3H-thiazole-2-thione

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

: 64-19-7
acetic acid

: 92325-11-6
5-(2-acetoxy-ethyl)-3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-4-methyl-3H-thiazole-2-thione

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

: 802294-64-0
propionic acid

: 3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-4-methyl-5-(2-propionyloxy-ethyl)-3H-thiazole-2-thione

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

: 124-63-0
methanesulfonyl chloride

: 102882-02-0
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-methanesulfonyloxy-ethyl)-4-methyl-3H-thiazole-2-thione

Conditions

Conditions	Yield
With pyridine

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

: 123-62-6
propionic acid anhydride

: 107559-36-4
4-methyl-3-(2-methyl-4-propionylamino-pyrimidin-5-ylmethyl)-5-(2-propionyloxy-ethyl)-3H-thiazole-2-thione

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

: 121-90-4
m-nitrobenzoic acid chloride

: 108395-74-0
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-4-methyl-5-[2-(3-nitro-benzoyloxy)-ethyl]-3H-thiazole-2-thione

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

: 107-92-6
butyric acid

: 3286-65-5
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-butyryloxy-ethyl)-4-methyl-3H-thiazole-2-thione

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

: 490-82-4
thiamine thiazolone

Conditions

Conditions	Yield
With sodium hydroxide; dihydrogen peroxide

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

: 70-16-6
Aneurin

Conditions

Conditions	Yield
With dihydrogen peroxide
With amalgamated magnesium
With aluminium
With nickel

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

: 59-43-8
vitamin B1

Conditions

Conditions	Yield
(i) aq. H2O2, (ii) aq. HCl; Multistep reaction;

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

: 532-43-4
vitamin B1 mononitrate

Conditions

Conditions	Yield
With dihydrogen peroxide; nitric acid

: 7647-01-0
hydrogenchloride

: 299-35-4
3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-4-methyl-3H-thiazole-2-thione

air oxygen: air oxygen

SO2: SO2

: 70-16-6
Aneurin

Conditions

Conditions	Yield
Kinetics;

...Expand

Thiothiamine Specification

The Thiothiamine, with CAS registry number 299-35-4, has the systematic name of 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazole-2(3H)-thione. Besides this, it is also called Thiamin thiothiazolone. And the chemical formula of this chemical is C₁₂H₁₆N₄OS₂. The main use of this chemical is for pharmaceutical industry and the intermediate of vitamin B1. What's more, its EINECS is 206-077-9.

Physical properties of Thiothiamine: (1)ACD/LogP: 0.57; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.19; (4)ACD/LogD (pH 7.4): 0.56; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1.56; (7)ACD/KOC (pH 5.5): 20.6; (8)ACD/KOC (pH 7.4): 47.52; (9)#H bond acceptors: 5; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 98.88 Å²; (13)Index of Refraction: 1.709; (14)Molar Refractivity: 80.95 cm³; (15)Molar Volume: 207.4 cm³; (16)Polarizability: 32.09×10^-24cm³; (17)Surface Tension: 87.5 dyne/cm; (18)Density: 1.42 g/cm³; (19)Flash Point: 262 °C; (20)Enthalpy of Vaporization: 82.15 kJ/mol; (21)Boiling Point: 509.6 °C at 760 mmHg; (22)Vapour Pressure: 3.28E-11 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: S=C1S\C(=C(/N1Cc2c(nc(nc2)C)N)C)CCO
(2)InChI: InChI=1/C12H16N4OS2/c1-7-10(3-4-17)19-12(18)16(7)6-9-5-14-8(2)15-11(9)13/h5,17H,3-4,6H2,1-2H3,(H2,13,14,15)
(3)InChIKey: SQOCQQPFEFRKBV-UHFFFAOYAR
(4)Std. InChI: InChI=1S/C12H16N4OS2/c1-7-10(3-4-17)19-12(18)16(7)6-9-5-14-8(2)15-11(9)13/h5,17H,3-4,6H2,1-2H3,(H2,13,14,15)
(5)Std. InChIKey: SQOCQQPFEFRKBV-UHFFFAOYSA-N

Product Name

THIOTHIAMINE

Synthetic route

Thiothiamine Specification

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