Thiamine Hydrochloride

Details

• Internal ID: 224e3f48-ebfd-4b85-824f-102c308500d6
• Taxonomy: Organoheterocyclic compounds > Diazines > Pyrimidines and pyrimidine derivatives > Thiamines
• IUPAC Name: 2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethanol;chloride;hydrochloride
• SMILES (Canonical): CC1=C(SC=[N+]1CC2=CN=C(N=C2N)C)CCO.Cl.[Cl-]
• SMILES (Isomeric): CC1=C(SC=[N+]1CC2=CN=C(N=C2N)C)CCO.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
• InChI Key: DPJRMOMPQZCRJU-UHFFFAOYSA-M
• Popularity: 3,456 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈Cl₂N₄OS
• Molecular Weight: 337.30 g/mol
• Exact Mass: 336.0578378 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -1.97
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 67-03-8
• Thiamine HCL
• Aneurine hydrochloride
• Vitamin B1 hydrochloride
• Clotiamina
• Eskaphen
• Betalin S
• Thiamine chloride hydrochloride
• Thiamine dichloride
• vitamin B1
• Begiolan
• Bethiazine
• Bevitine
• Bithiamin
• Metabolin
• Tiamidon
• Tiaminal
• Beatine
• Bedome
• Benerva
• Beuion
• Bevitex
• Bivatin
• Bivita
• Eskapen
• Slowten
• Thiamol
• Thiavit
• Berin
• Biuno
• Hybee
• Apate drops
• Lixa-beta
• Thiamin chloride
• Thiaminum hydrochloricum
• thiamine(2+) dichloride
• Thiadoxine
• Vitaneuron
• Bequin
• Thiamin hydrochloride
• Thiaminal
• Trophite
• Vinothiam
• Betabion hydrochloride
• Vitamin B hydrochloride
• Vetalin S
• FEMA No. 3322
• Thiamin dichloride
• Thiaminium chloride
• Thiaminium chloride hydrochloride
• Betaxin
• Bewon
• Thiamine ion
• Usaf cb-20
• Vitamin b(sub 1) hydrochloride
• Thiamine, monohydrochloride
• MFCD00012780
• NSC-36226
• thiamine
• thymine hydrochloride
• CCRIS 1906
• Thiamine monohydrochloride
• DTXSID0040622
• UNII-M572600E5P
• CHEBI:49105
• Thiamine, hydrochloride
• Thiamine (hydrochloride)
• EINECS 200-641-8
• NSC 36226
• 3-((4-amino-2-methylpyrimidin-5-yl)methyl)-5-(2-hydroxyethyl)-4-methylthiazol-3-ium chloride hydrochloride
• M572600E5P
• Thiamine HCl (Vitamin B1)
• Vitamin B1 (Thiamine HCl)
• AI3-18993
• 67-03-8 (HCl salt)
• Thiamine chloride, hydrochloride
• DTXCID8020622
• Thiamine hydrochloride [USP:JAN]
• Thiamine Hydrochloride (Vitamin B1)
• CAS-67-03-8
• Vitamin B1 hydrochloride (VAN)
• NCGC00017013-01
• Thiamine, chloride, hydrochloride
• Vitamin b(sup1)
• NSC36226
• 2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethanol chloride hydrochloride
• 2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethanol;chloride;hydrochloride
• 3-((4-Amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methylthiazolium chloride monohydrochloride
• 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride hydrochloride
• Thiamine hydrochloride 10 microg/mL in Acetonitrile
• Thiamine chloride hydrochloride;Vitamin B1 hydrochloride
• UNII-4ABT0J945J
• THIAMINE HYDROCHLORIDE (MART.)
• THIAMINE HYDROCHLORIDE [MART.]
• THIAMINE HYDROCHLORIDE (USP-RS)
• THIAMINE HYDROCHLORIDE [USP-RS]
• SMR000875246
• Thiazolium, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl- chloride, monohydrochloride
• THIAMINE HYDROCHLORIDE (EP IMPURITY)
• THIAMINE HYDROCHLORIDE [EP IMPURITY]
• THIAMINE HYDROCHLORIDE (EP MONOGRAPH)
• THIAMINE HYDROCHLORIDE [EP MONOGRAPH]
• THIAMINE HYDROCHLORIDE (USP MONOGRAPH)
• THIAMINE HYDROCHLORIDE [USP MONOGRAPH]
• Thiazolium, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl-, chloride, monohydrochloride
• vitamin Bl
• 3-((4-amino-2-methylpyrimidin-5-yl)methyl)-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride hydrochloride
• 3-((4-azaniumyl-2-methylpyrimidin-5-yl)methyl)-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium dichloride
• 3-[(4-azaniumyl-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium dichloride
• Thiazolium, 3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl- chloride, monohydrochloride
• Aneurinehydrochloride
• Prestwick_441
• Thiamini hydrochloridum
• Thiamine HCL (TN)
• Vitamin B1hydrochloride
• Thiazolium, hydrochloride
• 3-((4-Amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-m- ethylthiazolium chloride, monohydrochloride
• 3-((4-Amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-m-ethylthiazolium chloride, monohydrochloride
• Thiazolium, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-m- ethyl, chloride, monohydrochloride
• Thiazolium, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-m-ethyl, chloride, monohydrochloride
• D02LDV
• VITAMIN B1 [FHFI]
• THIAMINE HCL [INCI]
• Thiazolium, monohydrochloride
• C12H17N4OS.ClH.Cl
• SCHEMBL41101
• MLS001332447
• MLS001332448
• Thiamine hydrochloride (USP)
• Aneurine Hydrochloride Hydrate
• Thiamine for system suitability
• CHEMBL1200941
• Vitamin B1 Hydrochloride Hydrate
• DPJRMOMPQZCRJU-UHFFFAOYSA-M
• HMS1569P04
• THIAMINE HYDROCHLORIDE [MI]
• BCP27971
• HY-N0680
• THIAMINE HYDROCHLORIDE [FCC]
• Tox21_110736
• s3211
• Thiamine hydrochloride, p.a., 98%
• C12-H17-N4-O-S.Cl-H.Cl
• THIAMINE HYDROCHLORIDE [VANDF]
• AKOS015905506
• THYMINE HYDROCHLORIDE [WHO-DD]
• CCG-220677
• CS-8164
• SB57886
• THIAMINE HYDROCHLORIDE [WHO-DD]
• THIAMINE HYDROCHLORIDE [WHO-IP]
• THIAMINUM HYDROCHLORICUM [HPUS]
• Thiamine chloride hydrochloride (JP17)
• NCGC00017013-02
• 2-{3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-5-yl}ethan- 1-ol, chloride, chloride
• AS-14151
• SY010871
• THIAMINE HYDROCHLORIDE [ORANGE BOOK]
• Thiamine hydrochloride, >=98%, FCC, FG
• FT-0631293
• FT-0777960
• T0181
• THIAMINE CHLORIDE HYDROCHLORIDE [JAN]
• THIAMINI HYDROCHLORIDUM [WHO-IP LATIN]
• D02094
• EN300-258109
• Thiamine Hydrochloride (B1), analytical standard
• THIAMINE CHLORIDE, HYDROCHLORIDE [WHO-IP]
• Q-201928
• Thiamine hydrochloride, tested according to Ph.Eur.
• Q27121486
• Thiamine hydrochloride, reagent grade, >=99% (HPLC)
• Thiamine hydrochloride, SAJ special grade, >=98.5%
• F0001-2415
• F2173-0852
• Thiamine hydrochloride, meets USP testing specifications
• Z1954805523
• WLN: T6N CNJ B1 DZ E1- AT5K CSJ D2Q E1 &Q &G &GH
• Thiamine hydrochloride, 99% (dry wt.), may cont. up to 5% water
• Thiamine Hydrochloride (Vitamin B1) 1.0 mg/ml in Methanol (as free base)
• Thiamine hydrochloride, European Pharmacopoeia (EP) Reference Standard
• Thiamine hydrochloride, United States Pharmacopeia (USP) Reference Standard
• Thiamine for system suitability, European Pharmacopoeia (EP) Reference Standard
• Thiamine hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material
• THIAZOLIUM,3-[(4-AMINO-2-METHYL-5-PYRIMIDINYL)METHYL]-5-(2-HYDROXYETHYL)-4-METHYL-
• 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium hydrochloride chloride
• Thiamine hydrochloride, BioReagent, suitable for cell culture, suitable for insect cell culture, suitable for plant cell culture
• Thiazolium, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl-, chloride, hydrochloride (1:1:1)
• Thiazolium, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl-chloride, monohydrochloride
• Thiazolium, 3-[(4-amino-2-methyl-5-pyrimidinyl) methyl]-5-(2-hydroxyethyl)-4-methyl- chloride, monohydrochloride
• Tiazolio, 3-[(4-amino-2-metil-5-pirimidinil) metil]-5-(2-hidroxietil)-4-metil-cloruro (1:1), clorhidrato (1:1)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9406	94.06%
Caco-2	+	0.9313	93.13%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Lysosomes	0.6830	68.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8503	85.03%
P-glycoprotein inhibitior	-	0.9243	92.43%
P-glycoprotein substrate	-	0.6265	62.65%
CYP3A4 substrate	-	0.5157	51.57%
CYP2C9 substrate	-	0.6058	60.58%
CYP2D6 substrate	-	0.8801	88.01%
CYP3A4 inhibition	-	0.7322	73.22%
CYP2C9 inhibition	-	0.7230	72.30%
CYP2C19 inhibition	-	0.6708	67.08%
CYP2D6 inhibition	-	0.7020	70.20%
CYP1A2 inhibition	-	0.5444	54.44%
CYP2C8 inhibition	+	0.5774	57.74%
CYP inhibitory promiscuity	-	0.7201	72.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.4518	45.18%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.9520	95.20%
Skin irritation	-	0.7515	75.15%
Skin corrosion	-	0.9053	90.53%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4234	42.34%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.7468	74.68%
skin sensitisation	-	0.8372	83.72%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6222	62.22%
Acute Oral Toxicity (c)	III	0.5845	58.45%
Estrogen receptor binding	-	0.6363	63.63%
Androgen receptor binding	-	0.5428	54.28%
Thyroid receptor binding	+	0.6272	62.72%
Glucocorticoid receptor binding	-	0.4685	46.85%
Aromatase binding	-	0.5319	53.19%
PPAR gamma	+	0.5342	53.42%
Honey bee toxicity	-	0.8987	89.87%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.4048	40.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.77%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	93.35%	93.10%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.37%	97.36%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.09%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.72%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.40%	94.73%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.86%	95.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.69%	90.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.42%	85.14%
CHEMBL4208	P20618	Proteasome component C5	81.23%	90.00%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	80.78%	95.39%

Plants that contains it

• Changium smyrnioides

Cross-Links

• PubChem: 6202
• NPASS: NPC189436
• ChEMBL: CHEMBL1200941