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59-43-8

Basic Information
CAS No.: 59-43-8
Name: Thiamine chloride
Molecular Structure:
Molecular Structure of 59-43-8 (Thiamine chloride)
Formula: C12H17ClN4OS
Molecular Weight: 300.84
Synonyms: VB1;Thiamine(8CI);Thiazolium, 3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-chloride (9CI);Aneurine;Apatate Drape;Beivon;Bethiamin;Oryzanin;Thiacoat;Thiamin;Thiamine monochloride;Vitamin B1;Vitaneurin;thiamine;3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride;
EINECS: 200-425-3
Density: 6 g/cm3
Melting Point: 125 °C
Boiling Point:
Flash Point:
Solubility:
Appearance: white fine powder
Hazard Symbols:
Risk Codes:
Safety:
Transport Information:
PSA: 104.15000
LogP: -1.80710
Synthetic route
67-03-8

Thiamine hydrochloride

59-43-8

vitamin B1

Conditions
ConditionsYield
With sodium hydroxide In ethanol100%
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
ConditionsYield
(i) aq. H2O2, (ii) aq. HCl; Multistep reaction;
22580-38-7

3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-hydroxy-ethyl)-2-hydroxymethyl-4-methyl-thiazolium; chloride monohydrochloride

59-43-8

vitamin B1

Conditions
ConditionsYield
With hydrogenchloride
24912-08-1

[3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-3a-methyl-hexahydro-furo[2,3-d]thiazol-2-yl]-phenyl-methanone

59-43-8

vitamin B1

Conditions
ConditionsYield
With hydrogenchloride In ethanol; acetone Ambient temperature;
27350-85-2, 134876-54-3

2-(α-hydroxybenzyl)thiaminium chloride

A

93-58-3

benzoic acid methyl ester

B

59-43-8

vitamin B1

C

100-52-7

benzaldehyde

Conditions
ConditionsYield
With potassium hydroxide; oxygen In methanol Mechanism; and under aerobic conditions;
67-56-1

methanol

27350-85-2, 134876-54-3

2-(α-hydroxybenzyl)thiaminium chloride

A

93-58-3

benzoic acid methyl ester

B

59-43-8

vitamin B1

Conditions
ConditionsYield
With thymoquinone; sodium acetate; acetic acid Rate constant; var. conc. of quinone and buffer; var. quinones;
With oxygen; sodium acetate; acetic acid at 25℃; Mechanism; Rate constant;
95-02-3

5-(aminomethyl)-2-methylpyrimidin-4-amine

59-43-8

vitamin B1

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) aq. NaOH, H2S, EtOH, (ii) /BRN= 126861/, (iii) /BRN= 1854721/
2: aq. HCl / ethanol; acetone / Ambient temperature
View Scheme
59-43-8

vitamin B1

lithium 4,4,5,5,6,6-hexafluorodihydro-4H-1,3,2-dithiazine 1,1,3,3-tetraoxide

C12H17N4OS(1+)*2C3F6NO4S2(1-)*H(1+)

Conditions
ConditionsYield
With water In water at 20℃;90%
59-43-8

vitamin B1

90076-65-6

bis(trifluoromethane)sulfonimide lithium

C12H17N4OS(1+)*2C2F6NO4S2(1-)*H(1+)

Conditions
ConditionsYield
With water at 20℃;89%
59-43-8

vitamin B1

N4-sulfamoylthiamine

Conditions
ConditionsYield
With pyridine; sulfamate de pentachlorophenyle at 100℃; for 2h;86%
59-43-8

vitamin B1

84-58-2

2,3-dicyano-5,6-dichloro-p-benzoquinone

C12H17N4OS(1+)*Cl(1-)*C8Cl2N2O2

Conditions
ConditionsYield
In methanol at 25℃;83.3%
59-43-8

vitamin B1

lithium bis((pentafluoroethyl)sulfonyl)amide

C12H17N4OS(1+)*2C4F10NO4S2(1-)*H(1+)

Conditions
ConditionsYield
With water at 20℃;83%
87-88-7

3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

59-43-8

vitamin B1

C12H17N4OS(1+)*Cl(1-)*C6H2Cl2O4

Conditions
ConditionsYield
In methanol at 25℃; for 1h;80.1%
59-43-8

vitamin B1

2942-53-2

thiamin ylide (*1.18 NaCl)

Conditions
ConditionsYield
With sodium ethanolate In ethanol at -10 - -5℃; for 0.5h;80%
59-43-8

vitamin B1

3375-31-3

palladium diacetate

C12H16Cl2N4OPdS

Conditions
ConditionsYield
With sodium t-butanolate In tetrahydrofuran at 20℃; for 5h; Reflux;80%
521-15-3

3-(3-oxo-4-androsten-17β-oxycarbonyl)propionic acid

59-43-8

vitamin B1

1325716-77-5

3-{4-[3-(10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yloxycarbonyl)propionylamino]-2-methyl-pyrimidin-5-ylmethyl}-5-(2-hydroxyethyl)-4-methylthiazol-3-ium chloride

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water; acetonitrile at 20℃; for 48h;73%
59-43-8

vitamin B1

C12H17IN4OS(2+)*Cl(1-)*I3(1-)

Conditions
ConditionsYield
With iodine In methanol at 25℃; for 0.666667h;70%
59-43-8

vitamin B1

63423-50-7

5‐(azidomethyl)‐2‐methylpyrimidin‐4‐amine

Conditions
ConditionsYield
Stage #1: vitamin B1 With sodium azide; sodium sulfite In water at 65℃; for 5h;
Stage #2: With citric acid In water at 20℃; for 0.5h; pH=Ca. 4;
Stage #3: With potassium carbonate In water pH=8;
65%
With sodium azide; sodium sulfite In water at 65℃; for 5h;63%
With sodium azide; sodium sulfite In water at 65℃; for 5h;63%
500-22-1

3-pyridinecarboxaldehyde

59-43-8

vitamin B1

1026039-92-8

[5-(2-hydroxy-ethyl)-4-methyl-thiazol-2-yl]-pyridin-3-yl-methanone

Conditions
ConditionsYield
With triethylamine In methanol for 1h; Heating;29%
59-43-8

vitamin B1

62-53-3

aniline

1886-29-9

N-(2-methyl-4-amino-5-pyrimidinyl)methylaniline

Conditions
ConditionsYield
With sodium thiosulfate In ethanol; water for 1h; Heating;25%
98-01-1

furfural

59-43-8

vitamin B1

A

492-94-4

furil

B

28168-46-9

furan-2-yl-[5-(2-hydroxy-ethyl)-4-methyl-thiazol-2-yl]-methanone

C

552-86-3

furoin

Conditions
ConditionsYield
With triethylamine; acrylonitrile In ethanol for 2h;A 3%
B 10%
C 23%
With triethylamine; acrylonitrile In ethanol for 2h; Product distribution; other thiamine derivatives, var. solvents, reaction times and temp.;A 3%
B 10%
C 23%
110-91-8

morpholine

75-15-0

carbon disulfide

59-43-8

vitamin B1

26608-22-0

morpholine-4-carbodithioic acid 4-amino-2-methyl-pyrimidin-5-ylmethyl ester

98-01-1

furfural

59-43-8

vitamin B1

28168-46-9

furan-2-yl-[5-(2-hydroxy-ethyl)-4-methyl-thiazol-2-yl]-methanone

Conditions
ConditionsYield
With triethylamine In methanol for 5h; Heating;
14371-10-9

(E)-3-phenylpropenal

67-56-1

methanol

59-43-8

vitamin B1

28168-52-7

1-[9-(2-hydroxy-ethyl)-2,9a-dimethyl-5,9,9a,10-tetrahydro-pyrimido[4,5-d]thiazolo[3,4-a]pyrimidin-7-yl]-3-methoxy-3-phenyl-propan-1-one

Conditions
ConditionsYield
With triethylamine for 5h; Heating;
67-56-1

methanol

51171-25-6

di-adamantan-1-yl-tetrasulfane

59-43-8

vitamin B1

66241-47-2

[6a-adamantan-1-yldisulfanyl-3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-3a-methyl-hexahydro-furo[2,3-d]thiazol-2-yl]-methanol

Conditions
ConditionsYield
(γ-irradiation);
67-56-1

methanol

59-43-8

vitamin B1

17749-80-3

[3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-3a-methyl-hexahydro-furo[2,3-d]thiazol-2-yl]-phosphonic acid dimethyl ester

Conditions
ConditionsYield
(i) Et3N, (ii) diphenyl hydrogen phosphite; Multistep reaction;
75-44-5

phosgene

59-43-8

vitamin B1

96793-20-3

3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-5-(2-chlorocarbonyloxy-ethyl)-4-methyl-thiazolium; chloride

Conditions
ConditionsYield
In acetic acid
96-36-6, 868-85-9

methyl phosphite

59-43-8

vitamin B1

17749-80-3

[3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-3a-methyl-hexahydro-furo[2,3-d]thiazol-2-yl]-phosphonic acid dimethyl ester

Conditions
ConditionsYield
(i) Et3N, MeOH, (ii) /BRN= 1697490/; Multistep reaction;
542-85-8

Ethyl isothiocyanate

59-43-8

vitamin B1

23972-04-5

3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-1',3'-diethyl-3a-methyl-tetrahydro-spiro[furo[2,3-d]thiazole-2,4'-imidazolidine]-2',5'-dithione

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide
762-04-9, 123-22-8

Diethyl phosphonate

59-43-8

vitamin B1

17958-67-7

[3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-3a-methyl-hexahydro-furo[2,3-d]thiazol-2-yl]-phosphonic acid diethyl ester

Conditions
ConditionsYield
(i) Et3N, EtOH, (ii) /BRN= 1839985/; Multistep reaction;
54722-86-0

dipropyl phosphite

59-43-8

vitamin B1

21585-60-4

[3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-3a-methyl-hexahydro-furo[2,3-d]thiazol-2-yl]-phosphonic acid dipropyl ester

Conditions
ConditionsYield
(i) Et3N, nPrOH, (ii) /BRN= 1840391/; Multistep reaction;
109-47-7

dibutyl hydrogen phosphite

59-43-8

vitamin B1

21585-61-5

[3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-3a-methyl-hexahydro-furo[2,3-d]thiazol-2-yl]-phosphonic acid dibutyl ester

Conditions
ConditionsYield
(i) Et3N, nBuOH, (ii) /BRN= 1840736/; Multistep reaction;
109-47-7

dibutyl hydrogen phosphite

59-43-8

vitamin B1

A

21585-61-5

[3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-3a-methyl-hexahydro-furo[2,3-d]thiazol-2-yl]-phosphonic acid dibutyl ester

B

25714-92-5

[9-(2-hydroxy-ethyl)-2,9a-dimethyl-5,9,9a,10-tetrahydro-pyrimido[4,5-d]thiazolo[3,4-a]pyrimidin-7-yl]-phosphonic acid dibutyl ester

Conditions
ConditionsYield
(i) Et3N, nBuOH, (ii) /BRN= 1840736/; Multistep reaction;
538-60-3

dibenzyl hydrogen phosphite

59-43-8

vitamin B1

21585-63-7

[3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-3a-methyl-hexahydro-furo[2,3-d]thiazol-2-yl]-phosphonic acid dibenzyl ester

Conditions
ConditionsYield
(i) Et3N, MeCN, (ii) /BRN= 2132437/; Multistep reaction;
538-60-3

dibenzyl hydrogen phosphite

59-43-8

vitamin B1

A

21585-63-7

[3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-3a-methyl-hexahydro-furo[2,3-d]thiazol-2-yl]-phosphonic acid dibenzyl ester

B

21585-64-8

[9-(2-hydroxy-ethyl)-2,9a-dimethyl-5,9,9a,10-tetrahydro-pyrimido[4,5-d]thiazolo[3,4-a]pyrimidin-7-yl]-phosphonic acid dibenzyl ester

Conditions
ConditionsYield
(i) Et3N, MeCN, (ii) /BRN= 2132437/; Multistep reaction;
51171-25-6

di-adamantan-1-yl-tetrasulfane

59-43-8

vitamin B1

66241-46-1

5-(6a-adamantan-1-yldisulfanyl-3a-methyl-tetrahydro-furo[2,3-d]thiazol-3-ylmethyl)-2-methyl-pyrimidin-4-ylamine

Conditions
ConditionsYield
(γ-irradiation);
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  • CAS 59-43-8 Thiamine Vitamin B1

  • Casno:

    59-43-8

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    CAS 59-43-8 Thiamine Vitamin B1

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  • Thiamine chloride    CAS: 59-43-8

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    Thiamine chloride CAS: 59-43-8

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    Chemical Name: Thiamine chloride CAS No.: 59-43-8 Molecular Fomula:C12H17CIN4OS Molecular weight: 300.81 Appearance: White crystalline powder Assay:98%~102% Appearance: white powder Storage:Store in cool and dry place, away from sun light.

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    Product Name: Thiamine chloride Cas No.:59-43-8 MF:C12H17ClN4OS MW:300.81 Purity:99% Appearance: white powder Shelf life:2 years

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Specification

The Thiamine chloride, with the CAS registry number 59-43-8 and EINECS registry number 200-425-3, has the systematic name of 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride. It is also known as vitamin B1, and belongs to the following product categories: Vitamins and Derivatives; Nutritional Supplements; Vitamin Ingredients. And the molecular formula of this chemical is C12H17ClN4OS.

The Thiamine chloride is a colorless compound, and it is stable at acidic pH, but is unstable in alkaline solutions. It is unstable to heat, but stable during frozen storage. It is also unstable when exposed to ultraviolet light and gamma irradiation. Thiamine chloride is soluble in water, methanol, and glycerol, but practically insoluble in acetone, ether, chloroform, and benzene.

The physical properties of Thiamine chloride are as following: (1)#H bond acceptors: 5; (2)#H bond donors: 3; (3)#Freely Rotating Bonds: 5; (4)Polar Surface Area: 70.37 Å2.

Preparation and uses of Thiamine chloride: It can be prepared by acetamidine hydrochloride and dimethoxy-β-α-methoxy propionitrile via a series of condensation, hydrolyzation, neutralization, oxidation and acidification. What's more, it is often used as feed additive. And it palys an important role in the normal activities of the digestive system and nerve conduction.
 
You can still convert the following datas into molecular structure:
(1)SMILES: [Cl-].n1c(c(cnc1C)C[n+]2c(c(sc2)CCO)C)N
(2)InChI: InChI=1/C12H17N4OS.ClH/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13;/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15);1H/q+1;/p-1
(3)InChIKey: MYVIATVLJGTBFV-REWHXWOFAY

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo multiple routes 214mg/kg/30W- (214mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Zhongguo Yaoxue Zazhi. Chinese Pharmacuetical Journal. Vol. 30, Pg. 407, 1995.
mouse LD50 subcutaneous 301mg/kg (301mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 119, Pg. 444, 1957.

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