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Details

Stereochemistry ACHIRAL
Molecular Formula C24H34N8O4S2
Molecular Weight 562.708
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of THIAMINE DISULFIDE

SMILES

C\C(N(CC1=C(N)N=C(C)N=C1)C=O)=C(/CCO)SS\C(CCO)=C(\C)N(CC2=C(N)N=C(C)N=C2)C=O

InChI

InChIKey=GFEGEDUIIYDMOX-BMJUYKDLSA-N
InChI=1S/C24H34N8O4S2/c1-15(31(13-35)11-19-9-27-17(3)29-23(19)25)21(5-7-33)37-38-22(6-8-34)16(2)32(14-36)12-20-10-28-18(4)30-24(20)26/h9-10,13-14,33-34H,5-8,11-12H2,1-4H3,(H2,25,27,29)(H2,26,28,30)/b21-15-,22-16-

HIDE SMILES / InChI

Molecular Formula C24H34N8O4S2
Molecular Weight 562.708
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 2
Optical Activity NONE

Thiamine disulfide is a vitamin B1 derivative. It is used as a component of vitamin complexes for the treatment of neurological and other disorders associated with disturbance of metabolic functions influenced by B-complex vitamins, including diabetic polyneuropathy, alcoholic peripheral neuritis and post-influenzal neuropathies, for the treatment of neuritis and neuralgia of the spinal nerves, especially facial paresis, cervical syndrome, low back pain, and ischialgia. It has being shown to be a potent inhibitor of human immunodeficiency virus (type-1) production, suggesting that thiamine disulfide may be important for AIDS chemotherapy.

CNS Activity

Curator's Comment: shown in rats

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Neurobion

Approved Use

Indications / Uses Film-Coated Tablet: Neurological and other disorders associated with disturbance of metabolic functions influenced by B-complex vitamins, including diabetic polyneuropathy, alcoholic peripheral neuritis and post-influenzal neuropathies. Treatment of neuritis and neuralgia of the spinal nerves, especially facial paresis, cervical syndrome, low back pain, and ischialgia. Injection: Treatment of disorders of the peripheral nervous system: Polyneuritis, neuralgia, sciatica and shoulder-arm syndrome, lumbago-lumbalgia, intercostals neuralgia, trigeminal neuralgia, facial palsy, herpes zoster, diabetic neuropathy, optic neuritis, numbness of the extremities; as a supplement to the therapy with isoniazid, reserpine and the phenothiazines; hyperemesis gravidarum, vitamin B deficiency, cerebrovascular accidents. Supplement therapy with isoniazid, resperpine and phenothiazines.
Primary
Neurobion

Approved Use

Indications / Uses Film-Coated Tablet: Neurological and other disorders associated with disturbance of metabolic functions influenced by B-complex vitamins, including diabetic polyneuropathy, alcoholic peripheral neuritis and post-influenzal neuropathies. Treatment of neuritis and neuralgia of the spinal nerves, especially facial paresis, cervical syndrome, low back pain, and ischialgia. Injection: Treatment of disorders of the peripheral nervous system: Polyneuritis, neuralgia, sciatica and shoulder-arm syndrome, lumbago-lumbalgia, intercostals neuralgia, trigeminal neuralgia, facial palsy, herpes zoster, diabetic neuropathy, optic neuritis, numbness of the extremities; as a supplement to the therapy with isoniazid, reserpine and the phenothiazines; hyperemesis gravidarum, vitamin B deficiency, cerebrovascular accidents. Supplement therapy with isoniazid, resperpine and phenothiazines.
PubMed

PubMed

TitleDatePubMed
Thiamine disulfide as a potent inhibitor of human immunodeficiency virus (type-1) production.
1994 Nov 30
Zinc ejection as a new rationale for the use of cystamine and related disulfide-containing antiviral agents in the treatment of AIDS.
1997 Jun 20
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: In severe cases maybe injected: 1 amp daily by deep IM (intragluteal). Milder Cases/Follow-Up Therapy: 1 amp IM 2-3 times weekly. Each 3-mL ampoule contains the following 3 essential neurotropic vitamins of the B group: Vitamin B1 (thiamine hydrochloride) 100 mg, vitamin B6 (pyridoxol hydrochloride) 100 mg, vitamin B12 5000 mcg.
1 tab of Neurobion 3 times daily to treat moderate cases Each film-coated Neurobion tablet contains vitamins B1 (thiamine disulfide) 100 mg, vitamin B6 (pyridoxine hydrochloride) 200 mg and vitamin B12 (cyanocobalamin) 200 mcg.
Route of Administration: Oral
In Vitro Use Guide
Thiamine disulfide (500 uM) blocked 99.7% of HIV-1 production after 96 hr culture in acute HIV-1 (LAV-1) infection
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:49:07 GMT 2023
Edited
by admin
on Sat Dec 16 01:49:07 GMT 2023
Record UNII
UJV8K21YKL
Record Status Validated (UNII)
Record Version
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Name Type Language
THIAMINE DISULFIDE
MI   WHO-DD  
Common Name English
THIAMINE DISULFIDE [JAN]
Common Name English
VITAMIN B1 DISULFIDE
Common Name English
N,N'-(DITHIOBIS(2-(2-HYDROXYETHYL)-1-METHYL-2,1-ETHENEDIYL))BIS(N-((4-AMINO-2-METHYL-5-PYRIMIDINYL)METHYL)FORMAMIDE), (Z,Z)
Common Name English
Thiamine disulfide [WHO-DD]
Common Name English
N,N'-(DITHIOBIS(2-(2-HYDROXYETHYL)-1-METHYL-2,1-ETHENEDIYL))BIS(N-((4-AMINO-2-METHYL-5-PYRIMIDINYL)METHYL)FORMAMIDE)
Systematic Name English
THIAMINE DISULFIDE [MI]
Common Name English
ANEURIN DISULFIDE
Common Name English
Classification Tree Code System Code
DSLD 1648 (Number of products:1)
Created by admin on Sat Dec 16 01:49:07 GMT 2023 , Edited by admin on Sat Dec 16 01:49:07 GMT 2023
DSLD 4017 (Number of products:1)
Created by admin on Sat Dec 16 01:49:07 GMT 2023 , Edited by admin on Sat Dec 16 01:49:07 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID6046890
Created by admin on Sat Dec 16 01:49:07 GMT 2023 , Edited by admin on Sat Dec 16 01:49:07 GMT 2023
PRIMARY
RXCUI
38041
Created by admin on Sat Dec 16 01:49:07 GMT 2023 , Edited by admin on Sat Dec 16 01:49:07 GMT 2023
PRIMARY RxNorm
SMS_ID
100000088589
Created by admin on Sat Dec 16 01:49:07 GMT 2023 , Edited by admin on Sat Dec 16 01:49:07 GMT 2023
PRIMARY
PUBCHEM
3038097
Created by admin on Sat Dec 16 01:49:07 GMT 2023 , Edited by admin on Sat Dec 16 01:49:07 GMT 2023
PRIMARY
CAS
67-16-3
Created by admin on Sat Dec 16 01:49:07 GMT 2023 , Edited by admin on Sat Dec 16 01:49:07 GMT 2023
PRIMARY
FDA UNII
UJV8K21YKL
Created by admin on Sat Dec 16 01:49:07 GMT 2023 , Edited by admin on Sat Dec 16 01:49:07 GMT 2023
PRIMARY
MERCK INDEX
m10719
Created by admin on Sat Dec 16 01:49:07 GMT 2023 , Edited by admin on Sat Dec 16 01:49:07 GMT 2023
PRIMARY Merck Index
CAS
100502-51-0
Created by admin on Sat Dec 16 01:49:07 GMT 2023 , Edited by admin on Sat Dec 16 01:49:07 GMT 2023
ALTERNATIVE
ECHA (EC/EINECS)
200-644-4
Created by admin on Sat Dec 16 01:49:07 GMT 2023 , Edited by admin on Sat Dec 16 01:49:07 GMT 2023
PRIMARY
EVMPD
SUB04797MIG
Created by admin on Sat Dec 16 01:49:07 GMT 2023 , Edited by admin on Sat Dec 16 01:49:07 GMT 2023
PRIMARY