3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride hydrochloride

• ChemBase ID: 102782
• Molecular Formular: C12H18Cl2N4OS
• Molecular Mass: 337.26852
• Monoisotopic Mass: 336.05783758
• SMILES: Cl.[Cl-].Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1
• Canonical SMILES: OCCc1sc[n+](c1C)Cc1cnc(nc1N)C.Cl.[Cl-]
• InChI: InChI=1S/C12H17N4OS.2ClH/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);2*1H/q+1;;/p-1
• InChIKey: DPJRMOMPQZCRJU-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride hydrochloride; 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium hydrochloride chloride
• IUPAC Traditional name: thiamine chloride hydrochloride; thiamine hydrochloride chloride
• Synonyms: Aneurine hydrochloride, Vitamin B1 hydrochloride; THIAMINE HYDROCHLORIDE; Apate Drops; Beatine; Bedome; Begiolan; Benerva; Eskapen; Eskaphen; Thiamin Dichloride; Vinothiam; Vitaneuron; Thiamine hydrochloride; Thiamine HCl (Vitamin B1); Thiamio hydrochloridum; Thiamine hydrochloride; Thiamine Hydrochloride (B1); Aneurine hydrochloride; Vitamin B1 hydrochloride; 3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-chloridethiazolium Hydrochloride; 维生素B1盐酸盐(硫胺素盐酸盐); 硫胺素 盐酸盐; 维生素B1 盐酸盐; 硫胺 盐酸盐; 盐酸硫胺素; 硫胺 盐酸盐; 盐酸硫胺素 (B1)

Database IDs

• CAS Number: 67-03-8
• EC Number: 200-641-8
• MDL Number: MFCD00012780
• Beilstein Number: 3851771
• Merck Index: 149295
• PubChem SID: 24871525; 24899952; 162090075; 24900215; 24845755; 24900057; 24901639; 24900177
• PubChem CID: 6202
• FEMA ID: 3322
• Council of Europe Number: 4226
• Flavis Number: 16.027

CALCULATED PROPERTIES

• Acid pKa: 15.504604
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.4096768
• LogD (pH = 7.4): -3.1032324
• Log P: -3.0974126
• Molar Refractivity: 73.3997 cm^3
• Polarizability: 26.833982 Å^3
• Polar Surface Area: 75.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; H2O: soluble0.1 g/mL at 20 °C, clear, colorless; Water
• Apperance: White Solid
• Melting Point: >249°C (dec.); 240-260°C (dec.); 250 °C (dec.)(lit.); ca 250°C dec.
• Absorption Wavelength: λ: 400 nm Amax: 0.03
• pH: 2.5-4.0 (25 °C, 1 g/10 mL in H2O)
• Organoleptic: sour

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C), Desiccate
• Storage Warning: Light Sensitive & Hygroscopic
• RTECS: XI7350000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1
• Risk Statements: 36/37/38
• Safety Statements: 26-37-60
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335-H303
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C
• Regulation Compliance: FCC; FDA 21 CFR (184.1875)

Pharmacology Properties

• Target: Others

Product Information

• Purity: ≥98%; ≥98.5%; ≥99% (HPLC); ≥99.0% (dried material, AT); 99% (dry wt.), may cont. up to 5% water
• Grade: analytical standard; Halal; Kosher; NI; Ph Eur; reagent grade; SAJ special grade
• Salt Data: HCl
• Packaging: ampule of 1000 mg
• Suitability: meets USP testing specifications; plant cell culture tested; suitable for cell culture; suitable for insect cell culture; suitable for plant cell culture
• Ignition Residue: ≤0.1% (as SO4)
• Cation Traces: Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Zn: ≤5 mg/kg
• Loss on Drying: ≤5% loss on drying
• Quality Level: PREMIUM
• λ: 10 % in H2O
• Feature: standard type water soluble vitamin
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Pharmacopeia Traceability: traceable to PhEur Y0000467; traceable to USP 1656002
• Empirical Formula (Hill Notation): C12H17ClN4OS · HCl

DETAILS

MP Biomedicals - 02103028

Crystalline
Used in fluorometric determination of mercury

Sigma Aldrich - T3902

Biochem/physiol Actions
Thiamine is a precursor of thiamine diphosphate, a coenzyme for enzymes that catalyse two-carbon unit transfer reactions by enzymes such as pyruvate dehydrogenase and 2-oxoglutarate dehydrogenase; branched-chain α-keto acid dehydrogenase; 2-hydroxyphytanoyl-CoA lyase and transketolase. Thiamine is added to a variety of plant cell cultures to enhance processes such as shoot formation.

Sigma Aldrich - T1270

Application
Required to support energy metabolism and amino acid synthesis in cultured cells. Present in many classical and serum-free formulations.

Sigma Aldrich - W332208

Packaging
1 kg in poly bottle
1 sample in glass bottle
5, 10 kg in fiber drum

Sigma Aldrich - 95160

Other Notes
Thiamin: Twenty Years of Progress1

Sigma Aldrich - T4625

包装
1 kg in poly drum
5, 10, 25, 100, 250 g in poly bottle

Sigma Aldrich - T4562

Application
在培养的细胞中支持能量代谢和氨基酸合成。存在于许多传统无血清配方中。

Toronto Research Chemicals - T344185

Thiamine is a essential nutrient required for carbohydrate metabolism; also involved in nerve function. Biosynthesized by microorganisms and plants. Dietary sources include whole grains, meat products, vegetables, milk, legumes and fruit. Also present in

REFERENCES

• Kawaski, T., et al.: Methods Enzymol., 122, 15 (1986)
• Mascher, H., et al.: J. Pharm. Sci., 82, 56 (1986)