Cystamine Dihydrochloride
Basic information
- CAS
56-17-7- Standard SMILES
Cl.Cl.NCCSSCCN- InChIKey
YUFRRMZSSPQMOS-UHFFFAOYSA-N- Molecular formula
- C4H12N2S2.2ClH
- Average molar mass
- 225.2 g/mol
- Monoisotopic mass
- 223.9975462
Overview
See also: Cystamine (has active moiety).
Names & identifiers
- Preferred name
- Cystamine Dihydrochloride
- IUPAC
- 2-(2-aminoethyldisulfanyl)ethanamine;dihydrochloride
- English name
- Cystamine dihydrochloride
- Molecular formula
- C4H14Cl2N2S2
- Molecular weight
- 225.2
Names & synonyms
Cystamine dihydrochloride56-17-7Cystamine HClCystamin dihydrochlorideEthanamine, 2,2'-dithiobis-, dihydrochlorideUSAF CB-342-Aminoethyl disulfide dihydrochloride2,2'-Dithiodi(ethylammonium) dichlorideBis(2-aminoethyl) disulfide dihydrochloride2,2'-Dithio-bis-(ethylamine) dihydrochlorideHydrochloride, CystamineI90T518457
Show more names
aed2,2'-disulfanediyldiethanaMine dihydrochlorideusafcb-34CystamineHclcystaminedihclCystamine 2HClTIMTEC-BB SBB003325Cystamine dihydrochLCYSTAMINIUM DICHLORIDE
Dihydrochloride, CystamineDTXSID6058766NSC-39322C2U867X2F7NSC39322RefChem:130221DTXCID7042013200-260-7
Database identifiers
- CAS
56-17-7- PubChem CID
- 5941
- DTXSID
DTXSID6058766- ChEMBL
CHEMBL1256388、CHEMBL1594935- UNII
- I90T518457
- EC Number
- 200-260-7
Properties
Computed structural properties
- Topological polar surface area
- 103 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 5
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 37
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Sulfur Compounds
Physical DescriptionSolid; [Merck Index] White odorless hygroscopic powder; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 217 · 217-220 °C (dec.)(lit.)
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 2 O: · H2O: soluble1.0g/10 mL, clear to almost clear, colorless to almost colorless (<5.5 NTU)
- form
- Crystalline Powder, Crystals or Chunks
- color
- White to yellow
- biological source
- synthetic
- Water Solubility
- soluble
- Sensitive
- Hygroscopic
- Merck
- 14 · 14,2776
- BRN
- 3616850 · 3616850
- Stability
- Stable. Incompatible with strong oxidizing agents.
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 53 reports by companies from 7 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Ethanamine, 2,2'-dithiobis-, dihydrochloride
Ethanamine, 2,2'-dithiobis-, dihydrochloride: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazards Summary
Causes depressed renal function tests in acute inhalation studies of rats; Causes somnolence, convulsions, and respiratory depression in oral lethal-dose studies of rats and mice; [RTECS] May cause irritation; Harmful by ingestion; [Alfa Aesar MSDS] See Cystamine.
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Toxicology
Adverse EffectsNeurotoxin - Other CNS neurotoxin
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- KR7260000
- hs_code
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Drugs used to protect against ionizing radiation. They are usually of interest for use in radiation therapy but have been considered for other purposes, e.g. military.
Chemical agents that react with SH groups. This is a chemically diverse group that is used for a variety of purposes. Among these are enzyme inhibition, enzyme reactivation or protection, and labelling.
Uses & manufacturing
Uses
An anti-infective agent most commonly used in the treatment of urinary tract infections. Its anti-infective action derives from the slow release of formaldehyde by hydrolysis at acidic pH. (From Martindale, The Extra Pharmacopoeia, 30th ed, p173) [ChemIDplus]
Household ProductsInformation on 1 consumer products that contain Cystamine dihydrochloride in the following categories is provided:
General Manufacturing InformationEthanamine, 2,2'-dithiobis-, hydrochloride (1:2): ACTIVE
Applications
Useshepatoprotectant, t-glutaminase inhibitor, heat shock protein promoter, caspase inhibitor
Usessulfhydryl modifying reagent and heparin antagonist
UsesCystamine dihydrochloride acts as an anti-infective agent, which is used in the treatment of urinary tract infections. It is also used as a radiation-protective agent that interferes with sulfhydryl enzymes. Further, it serves as a heparin antagonist and sulfhydryl modifying reagent. In addition to this, it is used as an inhibitor of TGase.
Related reactions
9 records
Compound notes
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