CYCLOPROPYLAMINE

Cyclopropylamine is used in the preparation of N-[4-(4-fluoro)phenyl-2-aminothiazol-5-yl]pyrimidin-2-yl-alkylamine derivatives.
Cyclopropylamine is also used to prepare Pt(CPA)2(bismethylthiomethylenepropanedioate) and Pt(CPA)2(bisethylthiomethylenepropanedioate) complexes.
Cyclopropylamine is used in the preparation of N-[4-(4-fluoro)phenyl-2-aminothiazol-5-yl]pyrimidin-2-yl-alkylamine derivatives.

CAS Number: 765‑30‑0 
EC Number: 212‑142‑2 
Molecular formula: C₃H₇N
Molecular weight: ~57.09–57.10 g/mol

SYNONYMS:
AKOS BBS‑00003593, Cyclopropylamine, Cyclopropanamine, 765-30-0, Aminocyclopropane, 8PR8XTH1X1, NSC-56127, DTXSID9061099, CHEBI:34660, DTXCID8047890, 212-142-2, MFCD00001301, cyclopropyl amine, EINECS 212-142-2, NSC 56127, UNII-8PR8XTH1X1, cyclopropyamine, cyclopropylamin, cylopropylamine, Cycloproplyamine, cyclopropyl amin, Cyclopropaneamine, Cyclopropylarnine, cyclopropyl-amine, N-cyclopropylamine, 3-cyclopropylamine, Cyclopropanamine-d5, cyclopropane, amino-, Cyclopropylamine, 98%, CYCLOPROPANE AMINE, Moxifloxacin Impurity 90, EC 212-142-2, SCHEMBL5547, SCHEMBL67264, SCHEMBL143894, SCHEMBL385475, SCHEMBL1077547, SCHEMBL10827887, SCHEMBL14760742, SCHEMBL27575045, HTJDQJBWANPRPF-UHFFFAOYSA-, CS-D1450, NSC56127, STR00451, GEO-00889, MFCD28009728, STL168345, AKOS000119334, FC37736, PB47448, BP-10575, SY344664, DB-000670, NS00004424, EN300-21353, P19977, Aminocyclopropane; Cyclopropanamine; NSC 56127, Q1147604, InChI=1/C3H7N/c4-3-1-2-3/h3H,1-2,4H2, F2190-0503, Cyclopropylamine, Cyclopropanamine, Aminocyclopropane, Cyclopropyl amine, Cydopropylamine, Cylopropylamine, Cyloprolylamine, Aminotrimethylene, Cyclopropanamine, Aminocyclopropane, aminocyclopropane cyclopropylamine, 3H-labeled 3h-labeled cyclopropylamine, 3H-labeled cyclopropylamine, cyclopropylamine, 3h-labeled, cyclopropylamine, CPA, Cyclopropylamine, 1,2-ethanediamine, N-cyclopropyl, N-cyclopropyl-ethylenediamine, c-propylamine, cyclopropylNH2, N-cyclopropylethane-1,2-diamine, cyclopropylamine, Cyclopropanamine, Cyclopropylethylenediamine, 1-aminocyclopropane, Aminocyclopropane, Cyclopropanamine, AMINOCYCLOPROPANE, AURORA KA-2551, Cylopropylamine, Cydopropylamine, Cyloprolylamine, CYCLOPROPYLAMINE, Ring propylaMine, AKOS BBS-00003593, AMINOTRIMETHYLENE

Cyclopropylamine is a strained-ring primary aliphatic amine used widely in organic synthesis, particularly as an intermediate in pharmaceutical and agrochemical manufacturing.
Cyclopropylamine is a primary aliphatic amine that consists of cyclopropane bearing a single amino substituent.

Cyclopropylamine has a role as a mouse metabolite.
Cyclopropylamine is miscible with water, ethanol,ether and chloroform.
Many aminocyclopropanes are known, most prominently the amino acid aminocyclopropane-1-carboxylic acid.

The cyclopropylamine group is featured in several pharmaceutical drugs: Simeprevir, used to treat hepatitis C infections, Risdiplam, used to treat spinal muscular atrophy, ciprofloxacin, an antibiotic.
Cyclopropylamine can be prepared by the Kulinkovich reaction, by dialkylation of bromonitromethane, and various cyclopropanations.

Cyclopropylamine is a primary aliphatic amine that consists of cyclopropane bearing a single amino substituent.
Cyclopropylamine has a role as a mouse metabolite.
Cyclopropylamine ( cyclopropanamine according to IUPAC ) is a primary amine .

At room temperature, Cyclopropylamine is liquid and volatile due to its relatively low boiling point .
Like many amines, cyclopropylamine has an ammonia -like to fishy odor.

USES and APPLICATIONS of CYCLOPROPYLAMINE:
Cyclopropylamine) is used in the preparation of N-[4-(4-fluoro)phenyl-2-aminothiazol-5-yl]pyrimidin-2-yl-alkylamine derivatives.
Cyclopropylamine is also used to prepare Pt(CPA)2(bismethylthiomethylenepropanedioate) and Pt(CPA)2(bisethylthiomethylenepropanedioate) complexes.

Cyclopropylamine is used in the preparation of N-[4-(4-fluoro)phenyl-2-aminothiazol-5-yl]pyrimidin-2-yl-alkylamine derivatives.
Cyclopropylamine is a strained-ring primary aliphatic amine used widely in organic synthesis, particularly as an intermediate in pharmaceutical and agrochemical manufacturing.

Cyclopropylamine is mainly used in organic synthesis, pharmaceutical synthesis intermediates, and can be used in the synthesis of new antibacterial drugs ciprofloxacin products, such as the synthesis of ciprofloxacin, enrofloxacin, spafloxacin and other drugs.

In addition, cyclopropylamine is also an important intermediate for the synthesis of pesticides, plant protection agents and herbicides, such as 2-chloro-4-6-cyclopropyl-s-triazine, cyprochlor, cyproterazine, cyprocyanine and other cyclopropanes class of pesticides.
Cyclopropylamine is used, among other things, in pharmaceutical chemistry as a starting material for the production of new active ingredients .

-Notable applications of Cyclopropylamine include:
*Synthesis of antibiotics like ciprofloxacin, enrofloxacin, and other pharmaceutical agents.
*Production of herbicides, fungicides, herbicidal triazines, and related active ingredients.
*Laboratory use as a building block reagent in research and R&D settings.
*Uses Pharma and agrochemical intermediate, organic synthesis reagent.

CHARACTERISTICS of CYCLOPROPYLAMINE:
Chemical properties
Cyclopropylamine is an organic base and therefore forms salts of the type C 3 H 5 -NH 3 + Cl − with various acids , such as hydrochloric acid .
Cyclopropylamine's reactivity is strongly influenced by the nucleophilicity of the nitrogen .

For example, Cyclopropylamine reacts with carboxylic acid halides to form carboxylic acid amides and with aldehydes / ketones to form imines or, through reductive amination , to form corresponding secondary or tertiary amines.
The bond angle between the carbon atoms in the cyclopropyl ring is approximately 60°, and the bond distance of 151 pm is relatively short for a single bond .

Therefore , the ring is taut and planar.
These spatial properties are used for various purposes in pharmaceutical research, for example, as a "suitable" structural element for certain receptors .

BIOCHEM/PHYSIOL ACTIONS of CYCLOPROPYLAMINE:
Cyclopropylamine inactivates cytochrome P450 enzymes by a mechanism involving initial one-electron oxidation at nitrogen followed by scission of the cyclopropane ring leading to covalent modification of the enzyme.
Cyclopropylamine is a mechanism-based inhibitor of quinoprotein methylamine dehydrogenase from Paracoccus denitrificans.

PURIFICATION METHODS of CYCLOPROPYLAMINE:
Cyclopropylamine has been isolated as the benzamide m 100.6-101.0o (from aqueous EtOH).
Cyclopropylamine forms a picrate m 149o (from EtOH/pet ether) from which the free base can be recovered using a basic ion-exchange resin and can then be distilled through a Todd column (p 11) using an automatic still head which only collects products boiling below 51o/atm.
Polymeric materials if present will boil above this temperature.

PREPARATION of CYCLOPROPYLAMINE:
Cyclopropylamine is synthesized from 1,3-propanediol by bromination, cyanation, cyclization, amidation, and Hoffmann rearrangement.
Cyclopropylamine is also synthesized with γ-butyrolactone and isopropanol by five steps of ring-opening esterification, cyclization, hydrolysis, acylation and Hofmann degradation.

CHEMICAL PROPERTIES of CYCLOPROPYLAMINE:
Cyclopropylamine is a colorless and transparent flammable liquid with volatility and ammonia odor.
Cyclopropylamine is miscible with water, methanol, ethanol, benzene, toluene and other solvents.

BIOLOGICAL SIGNIFICANCE of CYCLOPROPYLAMINE:
Cyclopropylamine as such has no biological significance for humans, animals or plants.
Cyclopropylamine inactivates cytochrome P450 enzymes by a mechanism involving initial one-electron oxidation at nitrogen followed by scission of the cyclopropane ring leading to covalent modification of the enzyme.

Cyclopropylamine is a useful chemical compound with a variety of research applications.
We are pleased to offer high quality Cyclopropylamine in various sizes (for research, pilot-scale, or production applications) from milligrams to multi-kilogram batches, making it easy for you to choose the right amount to suit your needs.

Cyclopropylamine is an important intermediate for synthesis of fluoroquinolone…
Cyclopropylamine is an organic compound used as an intermediate in the synthesis of pharmaceuticals, particularly for introducing a cyclopropyl group into molecules.

Cyclopropylamine is volatile and has an ammonia-like odor.
Cyclopropylamine is miscible with water, methanol, ethanol, benzene, toluene, and other solvents.

Cyclopropylamine can be used in the synthesis of new antibacterial products such as ciprofloxacin, enrofloxacin, sparfloxacin, etc.
In addition, cyclopropylamine is also an important intermediate for the synthesis of agricultural chemicals, plant protectants and herbicides, such as 2-chloro-4-6-cyclopropyltriazine, cyclopropylamine, cyclopropazine, cyclopropazine and other cyclopropazines.

NOTES of CYCLOPROPYLAMINE:
Cyclopropylamine is hygroscopic.
Cyclopropylamine is incompatible with acids, acid chlorides, acid anhydrides, strong oxidizing agents and carbon dioxide.
Cyclopropylamine is a simple amine derivative of cyclopropane.
As a precursor to pesticides and pharmaceuticals, Cyclopropylamine is produced on a multi-ton scale from the carboxamide.

PHYSICAL and CHEMICAL PROPERTIES of CYCLOPROPYLAMINE:
Chemical Name: Cyclopropylamine
CAS Number: 765-30-0
CBNumber: CB1782699
Molecular Formula: C₃H₇N
Molecular Weight: 57.09 g/mol
MDL Number: MFCD00001301
MOL File: 765-30-0.mol
InChIKey: HTJDQJBWANPRPF-UHFFFAOYSA-N
SMILES: C1(N)CC1

Appearance: Clear, colorless liquid
Physical State: Liquid
Form: Volatile Liquid
Color: Clear colorless
Assay: ≥ 99.0%
Density: 0.824 g/mL at 25 °C (lit.); 0.824 g/cm³
Specific Gravity: 0.824
Boiling Point: 49–50 °C (lit.)
Melting Point: –50 °C

Flash Point: −14 °F; 1 °C
Refractive Index: n20/D 1.420 (lit.); 1.419–1.422
Vapor Pressure: 4.67 psi (20 °C)
pKa / pK Values:
– pKa: 9.10 (+1) (25 °C)
– pKb: 4.90
Solubility:
– Miscible with water, ethanol, ether, and chloroform
– Soluble in water and ethanol
– Sparingly soluble in chloroform, ethyl acetate
– Slightly soluble in methanol

Stability: Stable at normal temperatures and pressures; volatile
Sensitive: Lachrymatory
Storage Temperature: Store below +30 °C; flammable area; room temperature
LogP: 0.070
Regulatory & Reference Information:
– BRN: 741858
– FDA UNII: 8PR8XTH1X1
– NIST Chemistry Reference: Cyclopropylamine (765-30-0)
– EPA Substance Registry System: Cyclopropanamine (765-30-0)
– EWG's Food Scores: 1
– UNSPSC Code: 12352116
– NACRES: NA.22

Compound Canonicalized: Yes
Product Name: Cyclopropylamine
CAS Number: 765-30-0
EC (EINECS) Number: 212-142-2
UNSPSC Code: 12352100
Beilstein: 741858
MDL Number: MFCD00001301
PubChem Substance ID: 24847670
NACRES: NA.22

Molecular Formula: C₃H₇N
Linear Formula: C₃H₅NH₂
Molar Mass / Molecular Weight: 57.09–57.10 g/mol
Exact Mass: 57.057849228 Da
Monoisotopic Mass: 57.057849228 Da
InChI: InChI=1S/C3H7N/c4-3-1-2-3/h3H,1-2,4H2
InChIKey: HTJDQJBWANPRPF-UHFFFAOYSA-N
SMILES: NC1CC1

Appearance (Color): Clear colorless to pale yellow liquid
Physical State: Liquid
Odor: Amine-like, pungent
Melting Point / Freezing Point: –35 to –50 °C
Boiling Point / Initial Boiling Range: 49–50 °C (lit.)
Flash Point: ~1 °C (closed cup)
Autoignition Temperature: ~275 °C (≈527 °F)
Decomposition Temperature: No data available

Density / Specific Gravity: 0.824 g/mL at 25 °C (lit.)
Relative Density: No data available
Vapor Pressure: ~322 hPa (≈4.67 psi) at 20 °C
Relative Vapor Density: No data available
Refractive Index (n₂₀/D): 1.4185–1.4225 (lit.)
Viscosity:
– Viscosity, kinematic: No data available
– Viscosity, dynamic: No data available

Solubility:
– Miscible with: water, ethanol, methanol, ether, chloroform
– Sparingly soluble in: ethyl acetate
Partition Coefficient (n-octanol/water): No data available
Log P: ~0.07–0.1 (slightly hydrophilic)
pKa / pKb:
– pKa: ~9.10 at 25 °C
– pKb: 4.90

Explosive Properties: No data available
Oxidizing Properties: No data available
Assay (GC): ≥ 98.0%
Identification (FTIR): Conforms
Storage Temperature / Conditions: Store below +30 °C; flammable area; ambient
Form: Volatile Liquid
Stability: Stable at normal temperatures and pressures; volatile
Sensitive: Lachrymatory

Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 1
Rotatable Bond Count: 0
Topological Polar Surface Area: 26 Ų
Heavy Atom Count: 4
Formal Charge: 0
Complexity: 22.5
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes

FIRST AID MEASURES of CYCLOPROPYLAMINE:
-Description of first-aid measures
*General advice:
Show this material safety data sheet to the doctor in attendance.
*If inhaled:
After inhalation: 
Fresh air.
*In case of skin contact: 
Take off immediately all contaminated clothing. 
Rinse skin with
water/ shower.
*In case of eye contact:
After eye contact: 
Rinse out with plenty of water. 
Call in ophthalmologist. 
Remove contact lenses.
*If swallowed:
After swallowing: 
Immediately make victim drink water (two glasses at most). 
Consult a physician.
-Indication of any immediate medical attention and special treatment needed.
No data available

ACCIDENTAL RELEASE MEASURES of CYCLOPROPYLAMINE:
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Cover drains. 
Collect, bind, and pump off spills. 
Observe possible material restrictions. 
Take up dry. 
Dispose of properly. 
Clean up affected area.

FIRE FIGHTING MEASURES of CYCLOPROPYLAMINE:
-Extinguishing media:
*Suitable extinguishing media:
Carbon dioxide (CO2) 
Foam 
Dry powder
*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.

EXPOSURE CONTROLS/PERSONAL PROTECTION of CYCLOPROPYLAMINE:
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection. 
Safety glasses
*Body Protection:
protective clothing
*Respiratory protection:
Recommended Filter type: Filter A 
-Control of environmental exposure:
Do not let product enter drains.

HANDLING and STORAGE of CYCLOPROPYLAMINE:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed. 
Dry.

STABILITY and REACTIVITY of CYCLOPROPYLAMINE:
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature).
-Possibility of hazardous reactions:
No data available