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Bisibutiamine

HCID 71124
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Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
3286-46-2
Standard SMILES
CC(=C(CCOC(=O)C(C)C)SSC(CCOC(=O)C(C)C)=C(C)N(C=O)Cc1cnc(C)nc1N)N(C=O)Cc1cnc(C)nc1N
InChIKey
CKHJPWQVLKHBIH-UHFFFAOYSA-N
Molecular formula
C32H46N8O6S2
Average molar mass
702.9 g/mol
Monoisotopic mass
702.29817356

Names & identifiers

Preferred name
Bisibutiamine
IUPAC
[4-[(4-amino-2-methylpyrimidin-5-yl)methyl-formylamino]-3-[[2-[(4-amino-2-methylpyrimidin-5-yl)methyl-formylamino]-5-(2-methylpropanoyloxy)pent-2-en-3-yl]disulfanyl]pent-3-enyl] 2-methylpropanoate
English name
Sulbutiamine
Molecular formula
C32H46N8O6S2
Molecular weight
702.89

Names & synonyms

bisibutiamineDTXSID5046641RefChem:1080008DTXCID30809866O-Isobutyroylthiamine disulfideC32H46N8O6S2SCHEMBL988722Disulfanediylbis(4-(N-((4-amino-2-methylpyrimidin-5-yl)methyl)formamido)pent-3-ene-3,1-diyl) bis(2-methylpropanoate)s5203SB55532NS00029369S0964
Show more names
SULBUTIAMINEBisibuthiamineformylamino]-3-penten-1-ol] bis(2-methylpropionate)arcalionVitaberinSolbutiamineSulbutiaminumShubu ThiamineSulbutiamine>
[4-[(4-amino-2-methyl-pyrimidin-5-yl)methyl-formyl-amino]-3-[[2-[(4-amino-2-methyl-pyrimidin-5-yl)methyl-formyl-amino]-1-[2-(2-methylpropanoyloxy)ethyl]prop-1-enyl]disulfanyl]pent-3-enyl] 2-methylpropanoateDisulfanediylbis(2-{N-[(4-amino-2-methylpyrimidin-5-yl)methyl]formamido}pent-2-ene-3,5-diyl) bis(2-methylpropanoate)

Database identifiers

CAS
3286-46-2
PubChem CID
71124
DTXSID
DTXSID5046641

Properties

Computed structural properties

XLogP
2.7
Topological polar surface area
247 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
14
Rotatable bonds
19
Heavy atoms
48
Formal charge
0
Complexity
1,050

Physicochemical properties

Melting point
140.5 · 140.5-141.5 °C
Boiling point
892.5 · 892.5±65.0 °C(Predicted)
Density
1.1323 · 1.1323 (rough estimate)
refractive index
1.74 · 1.7400 (estimate)
storage temp.
2 · under inert gas (nitrogen or Argon) at 2-8°C
solubility
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka
5.82 · 5.82±0.10(Predicted)
form
Solid
color
White to Off-White
Merck
14 · 14,9297
Stability
Hygroscopic
InChIKey
CKHJPWQVLKHBIH-UHFFFAOYSA-N
SMILES
C(CCOC(=O)C(C)C)(SSC(CCOC(=O)C(C)C)=C(C)N(C=O)CC1=CN=C(C)N=C1N)=C(C)N(C=O)CC1=CN=C(C)N=C1N
CAS DataBase Reference
3286 · 3286-46-2(CAS DataBase Reference)
FDA UNII
42 NCM1BW43 · 42NCM1BW43
ATC code
11 DA02 · A11DA02
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
413 · H413
Precautionary statements
261 · P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
RTECS
2721000 · LQ2721000
HS Code
2933.59 · 2933.59.9500

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

rtecs
LQ2721000
hs_code
2933.59.9500
Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H413
Precautionary statements
P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Chemistry & industry

Applications · 3 items

DescriptionSulbutiamine is a vitamin B1 derivative developed by the French Servier Pharmaceuticals. The product is described in Special Drug Patent 5921M as a formulation with vitamin B1 activity, which is able to increase the blood level of vitamin B1 and has a therapeutic effect on all vitamin B1 deficiencies.

UsesSulbutiamine (isobutyryl thiamine disulfide) is a lipophilic derivative of thiamine used for the treatment of asthenia and other related pathological conditions. Sulbutiamine is available over-the-counter in several countries as a component of nutritional supplements.

General DescriptionSulbutiamine is a synthetic derivative of thiamine (vitamin B1) under the market name Arcalion that is composed of two modified thiamine molecules to form a dimer. It is highly lipophilic, allowing it to cross the blood-brain barrier more easily than other thiamine derivatives. Although its clinical efficacy is not yet defined, sulbutiamine is used to treat asthenia. While its other uses include improvement of erectile dysfunction and reduction of psycho-behavioural inhibition, sulbutiamine showed evidence of modulatory effect on dopaminergic and glutamatergic cortical transmissions. The chronic administration of the drug has demonstrated to improve long term memory formation in mice.

Suppliers100 total

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
武汉欣扬瑞和化学科技有限公司13720274133 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
陕西帕尼尔生物科技有限公司029-84385017; +8613259417953 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Ark Pharm, Inc.847-367-3680 · [email protected]
河北缤享新材料科技有限公司+8618633865755 · [email protected]
成都普思生物科技股份有限公司028-85370565-229 18080489829 · [email protected]
上海钰康生物科技有限公司+86-18930848214 +86-021-56762820 · [email protected]
上海星酶生物科技有限公司18112588827 · [email protected]
上海泰坦科技股份有限公司4006009262 13023226327 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
Zhejiang J&C Biological Technology Co.,Limited+1-2135480471 · [email protected]
合肥天健化工有限公司551-65418679 15856988503;15837135945 · [email protected]
孝感深远化工有限公司15527621225; 15527621225 · [email protected]
西安康诺化工有限公司029-86107037-8009 13279399072 · [email protected]
Wuhan Demeikai Biotechnology Co., Ltd+8618942921723 · [email protected]
AdooQ BioScience, LLC+1 (866) 930-6790 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
Clearsynth Labs Limited+91-22-26355700 · [email protected]
广州爱纯医药科技有限公司020-39119399 18927568969 · [email protected]
南京生利德生物科技有限公司025-57798810 18652991625 · [email protected]
北京环宇世纪化学科技有限公司hysj_bj.com
HBCChem, Inc.+1-510-219-6317 · [email protected]
陕西缔都医药化工有限公司+86-029-81138252 +86-173 9270 1263 · [email protected]
连云港海霖生命科技有限公司18861387002 · [email protected]
上海寰川实业有限公司021-61478794 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
池州凯隆进出口贸易有限公司[email protected]
桦特昇生物科技(武汉)有限公司027-59207879 1972026995 18140587686 · [email protected]
南京伶亚生物医药科技有限公司18068075658 · [email protected]
西安康诺化工有限公司029-86107037 15829389671 · [email protected]
武汉森威尔世纪化工有限公司027-86652399 · [email protected]
TargetMol中国(陶术生物)021-021-33632979 15002134094 · [email protected]
上海昕凯医药科技有限公司21-619849051-1 18521059765 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
湖北威德利化学科技有限公司027-83989310 18627915365 · [email protected]
杭州鼎燕化工有限公司0571-87157530-8003 18049756717 · [email protected]
武汉鑫儒化工有限公司15927387915 15337108568 · [email protected]
厦门志信化学有限公司+86-5922680277 +86-13806087780 · [email protected]
广东翁江化学试剂有限公司0751-2886766 13927870850 · [email protected]
西安天广源生物科技有限公司+86-029-86333380 +86-18829239519 · [email protected]
上海珞珐生化科技有限公司021-51111890 15317326293 · [email protected]
江苏香地化学有限公司00-13862785 13862785735 · [email protected]
台州市瑞欣化工有限公司0576-89085261 15867635987 · [email protected]
BOC Sciences16314854226 · [email protected]
上海炎泽化工有限公司15345144255 19901447308 · [email protected]
无锡景耀生物科技有限公司88770633 13961738808 · [email protected]
上海前衍生物科技有限公司02781293128 · [email protected]

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Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes