CAS 295-37-4 1,4,8,11-Tetraazacyclotetradecane (HCID 64964)

Overview

1,4,8,11-tetraazacyclotetradecane is a saturated organic heteromonocyclic parent, a crown amine and an azacycloalkane. It derives from a hydride of a cyclotetradecane.

Names & identifiers

Preferred name: 1,4,8,11-Tetraazacyclotetradecane
IUPAC: 1,4,8,11-tetrazacyclotetradecane
English name: 1,4,8,11-TETRAAZACYCLOTETRADECANE
Molecular formula: C10H24N4
Molecular weight: 200.32

Names & synonyms

1,4,8,11-TetraazacyclotetradecaneCyclam295-37-4EP5AZ544VPJM 1498CHEBI:37401NSC-180811DTXSID30183698NSC-80811JM-1498RefChem:129168DTXCID70106189

Show more names

Plerixafor intermediatejm1498Cyclam, 98+%otetradecaneCompound PDK0168Valine Impurity 1341,4,8,11-TetraazacycLPlerixafor Impurity 67cyclaM, Methanol adduct

206-039-1MFCD000051051,4,8,11-tetrazacyclotetradecaneC10H24N4[14]aneN4CHEMBL1251501,4,8,11-tetraazacyclo-tetradecane1,4,8-Tris(trifluoroacetyl)cyclam

Database identifiers

CAS: 295-37-4
PubChem CID: 64964
DTXSID: DTXSID30183698
ChEMBL: CHEMBL125150
ChEBI: CHEBI:37401
UNII: EP5AZ544VP
EC Number: 206-039-1
Nikkaji: J146.576G

Properties

Computed structural properties

XLogP: -1.6
Topological polar surface area: 48.1 Å²
Hydrogen bond donors: 4
Hydrogen bond acceptors: 4
Rotatable bonds: 0
Heavy atoms: 14
Formal charge: 0
Complexity: 92.7

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Amines, Cyclic

DrugsPharmaceuticals -> Listed in ZINC15

SpringerMaterials Properties15N nuclear magnetic resonance spectrum

Physical DescriptionWhite crystalline solid; Hygroscopic; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 184 · 184-186 °C (lit.)
Boiling point: 328.07 °C · 328.07°C (rough estimate)
Density: 1.0203 · 1.0203 (rough estimate)
refractive index: 1.52 · 1.5200 (estimate)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Dichloromethane, Methanol
form: Fluffy Needle-Like Crystalline Powder
pka: 10.9 · 10.90±0.20(Predicted)
color: White
Water Solubility: Soluble in water.
Sensitive: Air Sensitive
BRN: 111811 · 111811
InChI: InChI=1S/C10H24N4/c1-3-11-7-9-13-5-2-6-14-10-8-12-4-1/h11-14H,1-10H2
InChIKey: MDAXKAUIABOHTD-UHFFFAOYSA-N
SMILES: N1CCCNCCNCCCNCC1
CAS DataBase Reference: 295 · 295-37-4(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 5 AZ544VP · EP5AZ544VP
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
RTECS: 5254800 · XA5254800
F: 3 · 3-9-34
HS Code: 29339900 · 29339900
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2
Toxicity: 50 intraperitoneal · LD50 intraperitoneal in mouse: 371mg/kg

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (98%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 50 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information1,4,8,11-Tetraazacyclotetradecane: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryCauses convulsions in intraperitoneal lethal-dose studies of mice (LD50 = 371 mg/kg); [RTECS] A skin and strong eye irritant; [Alfa Aesar MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (98%)

Safety data

F: 3-9-34
PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
rtecs: XA5254800
hs_code: 29339900
Toxicity: LD50 intraperitoneal in mouse: 371mg/kg
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2
Precautionary statements: P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313

Chemistry & industry

Applications · 4 items

UsesReagent used in the preparation of Plerixafor derivatives.

Uses1,4,8,11-Tetraazacyclotetradecane is macrocyclic ligand that is used as an antioxidant in rubber and has been shown to suppress oxidation catalyzed by some metal ions.

Uses1,4,8,11-Tetraazacyclotetradecane is used in the synthesis of molecules with electroactive cavities. It acts as a nitrogen crown ether analogue and as an antioxidant in rubber. It is also used in the preparation of plerixafor derivatives.

General Description1,4,8,11-Tetraazacyclotetradecane is an azamacrocycle that forms more stable metal complexes as compared to open chain ligands.

Upstream & downstream products

Upstream raw materials

1,4,8,11-Tetrakis[(4-methylphenyl)sulfonyl]-1,4,8,11-tetraazacyclotetradecane Sodium hydroxide

Downstream products

1-[4,8-bis-(2,2,2-trifluoroacetyl)-1,4,8,11-tetraazacyclotetradec-1-yl]-2,2,2-trifluoroethanone, 1,4,8-tris(2,2,2-trifluoroacetyl)-1,4,8,11-tetraazacyclotetradecane, 1,4,8-tris(trifluoroacetyl)-1,4,8,11-tetraazacyclotetradecane, N,N',N''-tris(trifluoroace 4-((1,4,8,11-tetraazacyclotetradecan-1-yl)methyl)benzaldehyde trihydrochloride

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

Additional notes

DefinitionChEBI: 1,4,8,11-tetraazacyclotetradecane is a saturated organic heteromonocyclic parent, a crown amine and an azacycloalkane. It derives from a hydride of a cyclotetradecane.